Studies towards the total synthesis of novel dolabellane-type diterpenoids: Construction of the 5,11-fused bicyclic framework

Tetrahedron Letters

Volumn 44, Issue 39, 2003, Pages 7285-7289

  Mehta, Goverdhan ^a   Umarye, Jayant D ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; CYCLOHEPTATRIENE; DITERPENOID; DOLABELLANE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE;

OXY;

EID: 0041732437     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01873-2     Document Type: Article

References (77)

1. Ireland C., Faulkner D.J., Finer J., Clardy J. J. Am. Chem. Soc. 98:1976;4664.
2. Ireland C., Faulkner D.J. J. Org. Chem. 42:1977;3157.
3. Sun H.H., Fenical W. Phytochemistry. 18:1979;340.
4. Amico V., Oriente G., Piattelli M., Tringali C., Fattorusso E., Mango S., Mayol L. Tetrahedron. 36:1980;1409.
5. Tringali C., Piattelli M., Nicolosi G. Tetrahedron. 40:1984;799.
6. Rodriguez A.D., Gonzalez E., Ramirez C. Tetrahedron. 54:1998;11683.
7. Asakawa Y., Lin X., Tori M., Kondo K. Phytochemistry. 29:1990;2597.
8. Pettit G.R., Ode R.H., Herald C.L., Von Dreele R.B., Michel C. J. Am. Chem. Soc. 98:1976;4677.
9. Bowden B.F., Braekman J.-C., Coll J.C., Mitchell S. Aus. J. Chem. 33:1980;927.
10. Ochi M., Watanbe M., Miura I., Taniguchi M., Tokoroyama T. Chem. Lett. 1980;1229.
11. Crews P., Klein T.E., Hogue E.R., Myers B.L. J. Org. Chem. 47:1982;811.
12. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
13. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
14. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
15. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
16. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
17. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
18. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
19. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
20. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
21. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
22. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
23. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
24. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
25. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
26. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
27. For synthetic efforts towards dolabellane framework, see: (a) Miyaoka, H.; Isaji, Y.; Mitome, H.; Yamada, Y. Tetrahedron 2003, 59, 61; (b) Miyaoka, H. ; Baba, T.; Mitome, H.; Yamada, Y. Tetrahedron Lett. 2001, 42, 9233; (c) Miyaoka, H.; Isaji, Y.; Kajiwara, Y.; Kunimune, I.; Yamada, Y. Tetrahedron Lett. 1998, 39, 6503; (d) Corey, E. J.; Kania, R. S. Tetrahedron Lett. 1998, 39, 741; (e) Kato, N.; Higo, A.; Wu, X.; Takishita, H. Heterocycles 1997, 46, 123; (f) Corey, E. J.; Kania, R. S. J. Am. Chem. Soc. 1996, 118, 1229; (g) Jenny, L. ; Borshberg, H.-J. Helv. Chim. Acta 1995, 78, 715; (h) Zhu, Q.; Qiao, L.; Wu, Y.-L. J. Org. Chem. 2001, 66, 2692; (i) Zeng, Z.; Xu, X. Tetrahedron Lett. 2000, 41, 3459; (j) Zhu, Q.; Fan, K.-Y.; Ma, H.-W.; Qiao, L.-X.; Wu, Y.-L.; Wu, Y. Org. Lett. 1999, 1, 757; (k) Zhu, Q.; Qiao, L.-X.; Wu, Y.; Wu, Y.-L. J. Org. Chem. 1999, 64, 2428; (l) Luker, T.; Whitby, R. J. Tetrahedron Lett. 1996, 37, 7661; (m) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (n) Mehta, G.; Karra, S. R.; Krishnamurthy, N. Tetrahedron Lett. 1994, 35, 2761; (o) Williams, D. R.; Coleman, P. J.; Henry, S. S. J. Am. Chem. Soc. 1993, 115, 11654; (p) Williams, D. R.; Coleman, P. J.; Nevill, C. R.; Robinson, L. A. Tetrahedron Lett. 1993, 34, 7895.
28. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
29. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
30. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
31. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
32. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
33. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
34. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
35. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
36. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
37. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
38. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
39. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
40. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
41. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
42. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
43. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
44. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
45. For synthetic studies towards dolastane diterpenoids, see: (a) Tuckett, M. W.; Watkins, W. J.; Whitby, R. J. Tetrahedron Lett. 1998, 39, 123; (b) Williams, D. R.; Coleman, P. J. Tetrahedron Lett. 1995, 36, 39; (c) Kato, N.; Higo, A.; Nakanishi, K.; Wu, X.; Takeshita, H. Chem. Lett. 1994, 1967; (d) Piers, E.; Friesen, R. W. Can. J. Chem. 1992, 70, 1204; (e) Mehta, G.; Krishnamurthy, K. J. Am. Chem. Soc. 1991, 113, 5765; (f) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A.; Newton, M. G. Tetrahedron Lett. 1990, 31, 2239; (g) Majetich, G.; Song, J. S.; Ringold, C.; Nemeth, G. A. Tetrahedron Lett. 1990, 31, 2239; (h) Matsuo, A.; Yoshida, Kenichiro; N. M. J. Chem. Res. Synop. 1990, 22; (i) Piers, E.; Friesen, R. W. J. Chem. Soc., Chem. Commun. 1988, 125; (j) Mehta, G.; Krishnamurthy, N. Tetrahedron Lett. 1987, 28, 5945; (k) Seto, H. ; Fujimoto, Y.; Tatsuno, T.; Yoshioka, H. Synth. Commun. 1985, 15, 1217; (l) Pattenden, G.; Robertson, G. M. Tetrahedron Lett. 1986, 27, 399; (m) Piers, E.; Friesen, R. W. J. Org. Chem. 1986, 51, 3405; (n) Paquette, L. A.; Lij, Ho-S.; Belmont, D. T.; Springer, J. P. J. Org. Chem. 1986, 51, 4807; (o) Rigby, J. H.; Wilson, J. Z.; Senanayake, C. Tetrahedron Lett. 1986, 27, 3329; (p) Begley, M. J.; Pattenden, G.; Robertson, G. M. J. Chem. Soc., Perkin Trans. 1 1988, 1085; (q) McConnell, O. J.; Fenical, W.; Hirotsu, K.; Clardy, J. Tetrahedron 1981, 37, 1237; (r) Belmont, D. T.; Paquette, L. A. J. Org. Chem. 1985, 50, 4102.
46. Bowden B.F., Coll J.C., Gulbis J.M., Mackay M.F., Willis R.H. Aus. J. Chem. 39:1986;803.
47. Kobayashi M., Son B.-W., Fujiwara T., Kyogoku Y., Kitagawa I. Tetrahedron Lett. 25:1984;5543.
48. Bowden B.F., Braekman J.-C., Coll J.C., Mitchell S.J. Aus. J. Chem. 33:1980;927.
49. Bowden B.F., Coll J.C., Mitchell S.J., Stokie G.J., Blount J.F. Aus. J. Chem. 31:1978;2039.
50. Brady S.F., Singh M.P., Janso J.E., Clardy J. J. Am. Chem. Soc. 122:2000;2116.
51. Brady S.F., Bondi S.M., Clardy J. J. Am. Chem. Soc. 123:2001;9900.
52. Singh M.P., Janso J.E., Luckman S.W., Brady S.F., Clardy J., Greenstein M., Maiese W.M. J. Antibiot. 53:2000;256.
53. Mehta G., Umarye J.D. Org. Lett. 4:2002;1063.
54. Mehta G., Umarye J.D., Gagliardini V. Tetrahedron Lett. 43:2002;6975.
55. Mehta G., Umarye J.D., Srinivas K. Tetrahedron Lett. 44:2003;4233.
56. Snider B.B., Hawryluk N.A. Org. Lett. 3:2001;569.
57. Dudley G.B., Danishefsky S. Org. Lett. 3:2001;2399.
58. Dudley G.B., Tan D.S., Kim G., Tanski J.M., Danishefsky S.J. Tetrahedron Lett. 42:2001;6789.
59. Magnus P., Waring M.J., Ollivier C., Lynch V. Tetrahedron Lett. 42:2001;4947.
60. Snider B.B., Shi B. Tetrahedron Lett. 42:2001;9123.
61. Shipe W.D., Sorensen E.J. Org. Lett. 4:2002;2063.
62. Nguyen T.M., Lee D. Tetrahedron Lett. 43:2002;4033.
63. Boyer F.-D., Hanna I. Tetrahedron Lett. 43:2002;7469.
64. Nakazaki A., Sharma U., Tius M.A. Org. Lett. 4:2002;3363.
65. Nguyen T.M., Seifert R.J., Mowrey D.R., Lee D. Org. Lett. 4:2002;3959.
66. Magnus P., Ollivier C. Tetrahedron Lett. 43:2002;9605.
67. Tan D.S., Dudley G.B., Danishefsky S.J. Angew. Chem., Int. Ed. 41:2002;2185.
68. Lin S., Dudley G.B., Tan D.S., Danishefsky S.J. Angew. Chem., Int. Ed. 41:2002;2188.
69. Shi B., Hawryluk N.A., Snider B.B. J. Org. Chem. 68:2003;1030.
70. Williams D.R. Jr., Heidebrecht R.W. J. Am. Chem. Soc. 125:2003;1843.
71. William D.R., Coleman P.J. Tetrahedron Lett. 36:1995;35.
72. abstract
73. 1,6]undecane skeleton incorporate a bridged cycloheptatriene moiety. Isolation: (a) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Tetrahedron Lett. 1975, 26, 3727; (b) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Experientia 1978, 34, 1425. Synthesis: Marshall, J. A.; Conrow, R. E. J. Am. Chem. Soc. 1980, 102, 4274.
74. 1,6]undecane skeleton incorporate a bridged cycloheptatriene moiety. Isolation: (a) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Tetrahedron Lett. 1975, 26, 3727; (b) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Experientia 1978, 34, 1425. Synthesis: Marshall, J. A.; Conrow, R. E. J. Am. Chem. Soc. 1980, 102, 4274.
75. 1,6]undecane skeleton incorporate a bridged cycloheptatriene moiety. Isolation: (a) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Tetrahedron Lett. 1975, 26, 3727; (b) Cimino, G.; De Stefano, S.; Minale, L.; Trivellone, E. Experientia 1978, 34, 1425. Synthesis: Marshall, J. A.; Conrow, R. E. J. Am. Chem. Soc. 1980, 102, 4274.
76. Paquette L.A. Tetrahedron. 53:1997;13971.
77. Wilson S.R. Org. React. 43:1993;93.