SCOPUS 정보 검색 플랫폼

Tetrahedron Asymmetry

Volumn 14, Issue 7, 2003, Pages 929-940

Template-directed C-H activation: Development and application to the total synthesis of 7-episordidin

(6) Wardrop, Duncan J a Forslund, Raymond E a Landrie, Chad L a Velter, Adriana I a Wink, Donald a Surve, Bushan a

a UNIVERSITY OF ILLINOIS AT CHICAGO (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXANE DERIVATIVE; 7 EPISORDIDIN; CARBON; HYDROGEN; KETONE DERIVATIVE; PHEROMONE; RHODIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CYCLIZATION; PRIORITY JOURNAL; STEREOCHEMISTRY; SYNTHESIS;

EID: 0037418812 PISSN: 09574166 EISSN: None Source Type: Journal
DOI: 10.1016/S0957-4166(03)00091-0 Document Type: Article

Times cited : (24)

References (68)

1
- 0003394220
- Wiley-Interscience: New York
- Doyle, M. P.; McKervey, M. A.; Ye, T. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: from Cyclopropanes to Ylides; Wiley-Interscience: New York, 1998.
- (1998) Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: from Cyclopropanes to Ylides
- Doyle, M.P.¹ McKervey, M.A.² Ye, T.³

2
- 0025976645
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1991) Tetrahedron , vol.47 , pp. 1765-1808
- Adams, J.¹ Spero, D.²

3
- 0004159873
- Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1992) Homogenous Transition Metal Catalysis in Organic Synthesis , pp. 443-461
- Doyle, M.P.¹

4
- 33748811198
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1994) J. Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 1797-1815
- Padwa, A.¹ Austin, D.²

5
- 0001331380
- Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1995) Methods of Organic Chemistry (Houben-Weyl) , vol.21 E , pp. 1127-1148
- Taber, D.F.¹

6
- 0000709206
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1994) Chem. Rev. , vol.94 , pp. 1091-1160
- Ye, T.¹ McKervey, A.²

7
- 0002232648
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1997) J. Chem. Soc., Chem. Commun. , pp. 983-989
- Doyle, M.P.¹ McKervey, M.A.²

8
- 0032544764
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 3145-3169
- Sulikowski, G.A.¹ Cha, K.L.² Sulikowski, M.M.³

9
- 0346882176
- For reviews: (a) Adams, J.; Spero, D. Tetrahedron 1991, 47, 1765-1808; (b) Doyle, M. P. In Homogenous Transition Metal Catalysis in Organic Synthesis; Moser, W. R., Slocum, D. W., Eds.; American Chemical Society: Washington, DC, 1992, pp. 443-461; (c) Padwa, A.; Austin, D. J. Angew. Chem., Int. Ed. Engl. 1994, 33, 1797-1815; (d) Taber, D. F. Methods of Organic Chemistry (Houben-Weyl): Helmchen, G., Hoffmann, R. W.; Mulzer, J., Schaumann, E., Eds.; Georg Thieme Verlag: Stuttgart, 1995; Vol. E21a, pp. 1127-1148; (e) Ye, T.; McKervey, A. Chem. Rev. 1994, 94, 1091-1160; (f) Doyle, M. P.; McKervey, M. A. J. Chem. Soc., Chem. Commun. 1997, 983-989; (g) Sulikowski, G. A.; Cha, K. L.; Sulikowski, M. M. Tetrahedron: Asymmetry 1998, 9, 3145-3169; (h) Timmons, D. J.; Doyle, M. P. J. Organomet. Chem. 2001, 617-618, 98-104.
- (2001) J. Organomet. Chem. , vol.617 , Issue.618 , pp. 98-104
- Timmons, D.J.¹ Doyle, M.P.²

10
- 0030731639
- Lee S., Lim H.-K., Cha K.L., Sulikowski G.A. Tetrahedron. 53:1997;16521-16532.
- (1997) Tetrahedron , vol.53 , pp. 16521-16532
- Lee, S.¹ Lim, H.-K.² Cha, K.L.³ Sulikowski, G.A.⁴

11
- 0000705205
- Wang P., Adams J. J. Am. Chem. Soc. 116:1994;3296-3305.
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 3296-3305
- Wang, P.¹ Adams, J.²

12
- 0001739192
- Wang J., Chen B., Bao J. J. Org. Chem. 63:1998;1853-1862.
- (1998) J. Org. Chem. , vol.63 , pp. 1853-1862
- Wang, J.¹ Chen, B.² Bao, J.³

13
- 0000593386
- Ref. 1
- For discussions on the mechanism of C-H insertion, see: (a) Ref. 1 pp. 112-162; (b) Taber, D. F.; You, K. K.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 547-556; (c) Pirrung, M. C.; Liu, H.; Morehead, A. T. J. Am. Chem. Soc. 2002, 124, 1014-1023; (d) Nakamura, E.; Yoshikai, N.; Yamanaka, M. J. Am. Chem. Soc. 2002, 124, 7181-7192.

14
- 0000593386
- For discussions on the mechanism of C-H insertion, see: (a) Ref. 1 pp. 112-162; (b) Taber, D. F.; You, K. K.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 547-556; (c) Pirrung, M. C.; Liu, H.; Morehead, A. T. J. Am. Chem. Soc. 2002, 124, 1014-1023; (d) Nakamura, E.; Yoshikai, N.; Yamanaka, M. J. Am. Chem. Soc. 2002, 124, 7181-7192.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 547-556
- Taber, D.F.¹ You, K.K.² Rheingold, A.L.³

15
- 0037065710
- For discussions on the mechanism of C-H insertion, see: (a) Ref. 1 pp. 112-162; (b) Taber, D. F.; You, K. K.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 547-556; (c) Pirrung, M. C.; Liu, H.; Morehead, A. T. J. Am. Chem. Soc. 2002, 124, 1014-1023; (d) Nakamura, E.; Yoshikai, N.; Yamanaka, M. J. Am. Chem. Soc. 2002, 124, 7181-7192.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1014-1023
- Pirrung, M.C.¹ Liu, H.² Morehead, A.T.³

16
- 84961985018
- For discussions on the mechanism of C-H insertion, see: (a) Ref. 1 pp. 112-162; (b) Taber, D. F.; You, K. K.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 547-556; (c) Pirrung, M. C.; Liu, H.; Morehead, A. T. J. Am. Chem. Soc. 2002, 124, 1014-1023; (d) Nakamura, E.; Yoshikai, N.; Yamanaka, M. J. Am. Chem. Soc. 2002, 124, 7181-7192.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 7181-7192
- Nakamura, E.¹ Yoshikai, N.² Yamanaka, M.³

17
- 0034607295
- Davies and co-workers have recently reported several dramatic examples of the selective intermolecular insertion of rhodium carbenoids into heteroatom-activated C-H bonds: (a) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070; (b) Davies H. M. L.; Ren, P. D. J. Am. Chem. Soc. 2001, 123, 2070-2071; (c) Davies. H. M. L.; Ren, P. D.; Jin, Q. H. Org. Lett. 2001, 3, 3587-3590.
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 3063-3070
- Davies, L.¹ Hansen, T.² Churchill, R.³

18
- 0035819953
- Davies and co-workers have recently reported several dramatic examples of the selective intermolecular insertion of rhodium carbenoids into heteroatom-activated C-H bonds: (a) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070; (b) Davies H. M. L.; Ren, P. D. J. Am. Chem. Soc. 2001, 123, 2070-2071; (c) Davies. H. M. L.; Ren, P. D.; Jin, Q. H. Org. Lett. 2001, 3, 3587-3590.
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 2070-2071
- Davies, L.¹ Ren, D.²

19
- 0000835722
- Davies and co-workers have recently reported several dramatic examples of the selective intermolecular insertion of rhodium carbenoids into heteroatom-activated C-H bonds: (a) Davies, H. M. L.; Hansen, T.; Churchill, M. R. J. Am. Chem. Soc. 2000, 122, 3063-3070; (b) Davies H. M. L.; Ren, P. D. J. Am. Chem. Soc. 2001, 123, 2070-2071; (c) Davies. H. M. L.; Ren, P. D.; Jin, Q. H. Org. Lett. 2001, 3, 3587-3590.
- (2001) Org. Lett. , vol.3 , pp. 3587-3590
- Davies, H.M.L.¹ Ren, P.D.² Jin, Q.H.³

20
- 0001691695
- Adams J., Poupart M.-A., Grenier L., Schaller C., Ouimet N., Frenette R. Tetrahedron Lett. 30:1989;1749-1752.
- (1989) Tetrahedron Lett. , vol.30 , pp. 1749-1752
- Adams, J.¹ Poupart, M.-A.² Grenier, L.³ Schaller, C.⁴ Ouimet, N.⁵ Frenette, R.⁶

21
- 0028128610
- Ye T., McKervey M.A. Tetrahedron Lett. 35:1994;7269-7272.
- (1994) Tetrahedron Lett. , vol.35 , pp. 7269-7272
- Ye, T.¹ McKervey, M.A.²

22
- 0025073109
- Lee E., Jung K.W., Kim Y.S. Tetrahedron Lett. 31:1990;1023-1026.
- (1990) Tetrahedron Lett. , vol.31 , pp. 1023-1026
- Lee, E.¹ Jung, K.W.² Kim, Y.S.³

23
- 0029798205
- Taber D.F., Song Y. J. Org. Chem. 61:1996;6706-6712.
- (1996) J. Org. Chem. , vol.61 , pp. 6706-6712
- Taber, D.F.¹ Song, Y.²

24
- 0000038797
- Doyle M.P., Dyatkin A.B. J. Org. Chem. 60:1995;3035-3038.
- (1995) J. Org. Chem. , vol.60 , pp. 3035-3038
- Doyle, M.P.¹ Dyatkin, A.B.²

25
- 0033546338
- For examples of this situation, see: (a) Yakura, T.; Ueki, A.; Kitamura, T.; Tanaka, K.; Nameki, M.; Ikeda, M. Tetrahedron 1999, 55, 7461-7470; (b) Doyle, M. P.; Ene, D. G.; Forbes, D. C.; Tedrow, J. S. Tetrahedron Lett. 1997, 38, 4367-4370; (c) Tester, R. W.; West, F. G. Tetrahedron Lett. 1998, 39, 4631-4634.
- (1999) Tetrahedron , vol.55 , pp. 7461-7470
- Yakura, T.¹ Ueki, A.² Kitamura, T.³ Tanaka, K.⁴ Nameki, M.⁵ Ikeda, M.⁶

26
- 0030913338
- For examples of this situation, see: (a) Yakura, T.; Ueki, A.; Kitamura, T.; Tanaka, K.; Nameki, M.; Ikeda, M. Tetrahedron 1999, 55, 7461-7470; (b) Doyle, M. P.; Ene, D. G.; Forbes, D. C.; Tedrow, J. S. Tetrahedron Lett. 1997, 38, 4367-4370; (c) Tester, R. W.; West, F. G. Tetrahedron Lett. 1998, 39, 4631-4634.
- (1997) Tetrahedron Lett. , vol.38 , pp. 4367-4370
- Doyle, M.P.¹ Ene, D.G.² Forbes D.C.Tedrow, J.S.³

27
- 0032566024
- For examples of this situation, see: (a) Yakura, T.; Ueki, A.; Kitamura, T.; Tanaka, K.; Nameki, M.; Ikeda, M. Tetrahedron 1999, 55, 7461-7470; (b) Doyle, M. P.; Ene, D. G.; Forbes, D. C.; Tedrow, J. S. Tetrahedron Lett. 1997, 38, 4367-4370; (c) Tester, R. W.; West, F. G. Tetrahedron Lett. 1998, 39, 4631-4634.
- (1998) Tetrahedron Lett. , vol.39 , pp. 4631-4634
- Tester, R.W.¹ West, F.G.²

28
- 0000505762
- Bailey W.F., Eliel E.L. J. Am. Chem. Soc. 96:1974;1798-1806.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 1798-1806
- Bailey, W.F.¹ Eliel, E.L.²

29
- 0024389068
- Tschierske C., Kohler H., Zaschke H., Kleinpeter E. Tetrahedron. 45:1989;6987-6998.
- (1989) Tetrahedron , vol.45 , pp. 6987-6998
- Tschierske, C.¹ Kohler, H.² Zaschke, H.³ Kleinpeter, E.⁴

30
- 0028218754
- Andreotti D., Procopiou P.A., Watson N.S. Tetrahedron Lett. 35:1994;1789-1792.
- (1994) Tetrahedron Lett. , vol.35 , pp. 1789-1792
- Andreotti, D.¹ Procopiou, P.A.² Watson, N.S.³

31
- 0035954896
- Wardrop D.J., Velter A.I., Forslund R.E. Org. Lett. 3:2001;2261-2264.
- (2001) Org. Lett. , vol.3 , pp. 2261-2264
- Wardrop, D.J.¹ Velter, A.I.² Forslund, R.E.³

32
- 0037185507
- Wardrop D.J., Forslund R.E. Tetrahedron Lett. 43:2002;737-739.
- (2002) Tetrahedron Lett. , vol.43 , pp. 737-739
- Wardrop, D.J.¹ Forslund, R.E.²

33
- 0028041346
- Ziegler T. Tetrahedron Lett. 35:1994;6857-6860.
- (1994) Tetrahedron Lett. , vol.35 , pp. 6857-6860
- Ziegler, T.¹

34
- 0001178916
- For discussions on the conformational behavior and analysis of 5-nitro-1,3-dioxanes, see: (a) Kaloustian, M. K.; Dennis, N.; Mager, S.; Evans, S. A.; Alcudia, F.; Eliel, E. L. J. Am. Chem. Soc. 1976, 98, 956-965; (b) Juaristi, E.; Daiz, F.; Cuellar, G.; Jimenez-Vasquez, H. A. J. Org. Chem. 1997, 62, 4029-4035.
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 956-965
- Kaloustian, M.K.¹ Dennis, N.² Mager, S.³ Evans, S.A.⁴ Alcudia, F.⁵ Eliel, E.L.⁶

35
- 0000034161
- For discussions on the conformational behavior and analysis of 5-nitro-1,3-dioxanes, see: (a) Kaloustian, M. K.; Dennis, N.; Mager, S.; Evans, S. A.; Alcudia, F.; Eliel, E. L. J. Am. Chem. Soc. 1976, 98, 956-965; (b) Juaristi, E.; Daiz, F.; Cuellar, G.; Jimenez-Vasquez, H. A. J. Org. Chem. 1997, 62, 4029-4035.
- (1997) J. Org. Chem. , vol.62 , pp. 4029-4035
- Juaristi, E.¹ Daiz, F.² Cuellar, G.³ Jimenez-Vasquez, H.A.⁴

36
- 84994402623
- Crystallographic data (excluding structure factors) for compound 6g, have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 201186
- Crystallographic data (excluding structure factors) for compound 6g, have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 201186.

37
- 0001527233
- Newman M.S., Chen C.C. J. Org. Chem. 38:1973;1173-1177.
- (1973) J. Org. Chem. , vol.38 , pp. 1173-1177
- Newman, M.S.¹ Chen, C.C.²

38
- 0001946282
- Gorin P.A.J., Mazurek M., Iacomini M., Duarte J.H. Carbohydr. Res. 100:1982;1-15.
- (1982) Carbohydr. Res. , vol.100 , pp. 1-15
- Gorin, P.A.J.¹ Mazurek, M.² Iacomini, M.³ Duarte, J.H.⁴

39
- 84994445407
- 5: Ref. 20
- 5: Ref. 20.

40
- 0001663942
- Plucinska K., Liberek B. Tetrahedron. 43:1987;3509-3517.
- (1987) Tetrahedron , vol.43 , pp. 3509-3517
- Plucinska, K.¹ Liberek, B.²

41
- 0001129045
- Stork G., Nakatani K. Tetrahedron Lett. 29:1988;2283-2286.
- (1988) Tetrahedron Lett. , vol.29 , pp. 2283-2286
- Stork, G.¹ Nakatani, K.²

42
- 0032515116
- For a dramatic example of the inhibition of C-H insertion by a distal nitro group, see
- For a dramatic example of the inhibition of C-H insertion by a distal nitro group, see: Wang J., Liang F., Chen B. J. Org. Chem. 63:1998;8589-8594.
- (1998) J. Org. Chem. , vol.63 , pp. 8589-8594
- Wang, J.¹ Liang, F.² Chen, B.³

43
- 84994424812
- The preparation of compound 8 will be reported elsewhere
- The preparation of compound 8 will be reported elsewhere.

44
- 0030753039
- Clark J.S., Dossetter A.G., Russel C.A., Whittingham W.G. J. Org. Chem. 62:1997;4910-4911.
- (1997) J. Org. Chem. , vol.62 , pp. 4910-4911
- Clark, J.S.¹ Dossetter, A.G.² Russel, C.A.³ Whittingham, W.G.⁴

45
- 0035959465
- Clark J.S., Wong Y.S., Townsend R.J. Tetrahedron Lett. 42:2001;6187-6190.
- (2001) Tetrahedron Lett. , vol.42 , pp. 6187-6190
- Clark, J.S.¹ Wong, Y.S.² Townsend, R.J.³

46
- 0000708158
- For other examples of hydride transfer between alkoxides and carbenoid species, see: (a) Oku, A.; Harada, T.; Hattori, K.; Nozaki, Y.; Yamaura, Y. J. Org. Chem. 1988, 53, 3089-3098; (b) Ritter, R. H.; Cohen, T. J. Am. Chem. Soc. 1986, 108, 3718-3725.
- (1988) J. Org. Chem. , vol.53 , pp. 3089-3098
- Oku, A.¹ Harada, T.² Hattori, K.³ Nozaki Y.⁴ Yamaura, Y.⁵

47
- 0000976074
- For other examples of hydride transfer between alkoxides and carbenoid species, see: (a) Oku, A.; Harada, T.; Hattori, K.; Nozaki, Y.; Yamaura, Y. J. Org. Chem. 1988, 53, 3089-3098; (b) Ritter, R. H.; Cohen, T. J. Am. Chem. Soc. 1986, 108, 3718-3725.
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 3718-3725
- Ritter, R.H.¹ Cohen, T.²

48
- 37049088140
- For reports of hydride transfers resulting from rhodium-mediated diazo decomposition, see: (a) Doyle, M. P.; Dyatkin, A. B.; Autry, C. L. J. Chem. Soc., Perkin Trans. 1 1995, 619-621; (b) White, J. D.; Hrnciar, P. J. Org. Chem. 1999, 64, 7271-7223; (c) Lee, E.; Choi, I.; Song, S. Y. J. Chem. Soc., Chem. Commun. 1995, 321-322.
- (1995) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 619-621
- Doyle, M.P.¹ Dyatkin, A.B.² Autry, C.L.³

49
- 0033578790
- For reports of hydride transfers resulting from rhodium-mediated diazo decomposition, see: (a) Doyle, M. P.; Dyatkin, A. B.; Autry, C. L. J. Chem. Soc., Perkin Trans. 1 1995, 619-621; (b) White, J. D.; Hrnciar, P. J. Org. Chem. 1999, 64, 7271-7223; (c) Lee, E.; Choi, I.; Song, S. Y. J. Chem. Soc., Chem. Commun. 1995, 321-322.
- (1999) J. Org. Chem. , vol.64 , pp. 7271-7223
- White, J.D.¹ Hrnciar, P.²

50
- 32744474936
- For reports of hydride transfers resulting from rhodium-mediated diazo decomposition, see: (a) Doyle, M. P.; Dyatkin, A. B.; Autry, C. L. J. Chem. Soc., Perkin Trans. 1 1995, 619-621; (b) White, J. D.; Hrnciar, P. J. Org. Chem. 1999, 64, 7271-7223; (c) Lee, E.; Choi, I.; Song, S. Y. J. Chem. Soc., Chem. Commun. 1995, 321-322.
- (1995) J. Chem. Soc., Chem. Commun. , pp. 321-322
- Lee, E.¹ Choi, I.² Song, S.Y.³

51
- 84994477542
- For a discussion of the factors which effect the stability of α-diazocarbonyl compounds towards metal catalysts, see: Ref. 1, pp. 61-111
- For a discussion of the factors which effect the stability of α-diazocarbonyl compounds towards metal catalysts, see: Ref. 1, pp. 61-111.

52
- 0030916846
- Jayaraman S., Ndiege I.O., Oehlschlager A.C., Gonzalez L.M., Alpizar D., Falles M., Budenberg W.J., Ahuya P. J. Chem. Ecol. 23:1997;1145-1161.
- (1997) J. Chem. Ecol. , vol.23 , pp. 1145-1161
- Jayaraman, S.¹ Ndiege, I.O.² Oehlschlager, A.C.³ Gonzalez, L.M.⁴ Alpizar, D.⁵ Falles, M.⁶ Budenberg, W.J.⁷ Ahuya, P.⁸

53
- 0000585783
- Budenberg W.J., Ndiege I.O., Karago F.W. J. Chem. Ecol. 19:1993;1905-1916.
- (1993) J. Chem. Ecol. , vol.19 , pp. 1905-1916
- Budenberg, W.J.¹ Ndiege, I.O.² Karago, F.W.³

54
- 0028795518
- Syntheses of Sordidin: (a) Beauhaire, J.; Ducrot, P.-H.; Malosse, C.; Ndiege, I. O.; Otieno, D. O. Tetrahedron Lett. 1995, 36, 1043-1046; (b) Ndiege, I. O.; Jarayaman, S.; Oehlschlager, A. C.; Gonzalez, L. M.; Alpizar, D.; Falles, M. Naturwissenschaften 1996, 83, 280-282; (c) Mori, K.; Nakayama, T.; Takikawa, H. Tetrahedron Lett. 1996, 37, 3741-3744; (d) Fletcher, M. T.; Moore, C. J.; Kitching, W. Tetrahedron Lett. 1997, 38, 3475-3476; (e) Nakayama, T.; Mori, K. Liebigs Ann. 1997, 1075-1080.
- (1995) Tetrahedron Lett. , vol.36 , pp. 1043-1046
- Beauhaire, J.¹ Ducrot, P.-H.² Malosse, C.³ Ndiege, I.O.⁴ Otieno, O.⁵

55
- 0029679717
- Syntheses of Sordidin: (a) Beauhaire, J.; Ducrot, P.-H.; Malosse, C.; Ndiege, I. O.; Otieno, D. O. Tetrahedron Lett. 1995, 36, 1043-1046; (b) Ndiege, I. O.; Jarayaman, S.; Oehlschlager, A. C.; Gonzalez, L. M.; Alpizar, D.; Falles, M. Naturwissenschaften 1996, 83, 280-282; (c) Mori, K.; Nakayama, T.; Takikawa, H. Tetrahedron Lett. 1996, 37, 3741-3744; (d) Fletcher, M. T.; Moore, C. J.; Kitching, W. Tetrahedron Lett. 1997, 38, 3475-3476; (e) Nakayama, T.; Mori, K. Liebigs Ann. 1997, 1075-1080.
- (1996) Naturwissenschaften , vol.83 , pp. 280-282
- Ndiege, I.O.¹ Jarayaman, S.² Oehlschlager, A.C.³ Gonzalez, L.M.⁴ Alpizar, D.⁵ Falles, M.⁶

56
- 0029887366
- Syntheses of Sordidin: (a) Beauhaire, J.; Ducrot, P.-H.; Malosse, C.; Ndiege, I. O.; Otieno, D. O. Tetrahedron Lett. 1995, 36, 1043-1046; (b) Ndiege, I. O.; Jarayaman, S.; Oehlschlager, A. C.; Gonzalez, L. M.; Alpizar, D.; Falles, M. Naturwissenschaften 1996, 83, 280-282; (c) Mori, K.; Nakayama, T.; Takikawa, H. Tetrahedron Lett. 1996, 37, 3741-3744; (d) Fletcher, M. T.; Moore, C. J.; Kitching, W. Tetrahedron Lett. 1997, 38, 3475-3476; (e) Nakayama, T.; Mori, K. Liebigs Ann. 1997, 1075-1080.
- (1996) Tetrahedron Lett. , vol.37 , pp. 3741-3744
- Mori, K.¹ Nakayama, T.² Takikawa, H.³

57
- 0030919005
- Syntheses of Sordidin: (a) Beauhaire, J.; Ducrot, P.-H.; Malosse, C.; Ndiege, I. O.; Otieno, D. O. Tetrahedron Lett. 1995, 36, 1043-1046; (b) Ndiege, I. O.; Jarayaman, S.; Oehlschlager, A. C.; Gonzalez, L. M.; Alpizar, D.; Falles, M. Naturwissenschaften 1996, 83, 280-282; (c) Mori, K.; Nakayama, T.; Takikawa, H. Tetrahedron Lett. 1996, 37, 3741-3744; (d) Fletcher, M. T.; Moore, C. J.; Kitching, W. Tetrahedron Lett. 1997, 38, 3475-3476; (e) Nakayama, T.; Mori, K. Liebigs Ann. 1997, 1075-1080.
- (1997) Tetrahedron Lett. , vol.38 , pp. 3475-3476
- Fletcher, M.T.¹ Moore, C.J.² Kitching, W.³

58
- 0002815361
- Syntheses of Sordidin: (a) Beauhaire, J.; Ducrot, P.-H.; Malosse, C.; Ndiege, I. O.; Otieno, D. O. Tetrahedron Lett. 1995, 36, 1043-1046; (b) Ndiege, I. O.; Jarayaman, S.; Oehlschlager, A. C.; Gonzalez, L. M.; Alpizar, D.; Falles, M. Naturwissenschaften 1996, 83, 280-282; (c) Mori, K.; Nakayama, T.; Takikawa, H. Tetrahedron Lett. 1996, 37, 3741-3744; (d) Fletcher, M. T.; Moore, C. J.; Kitching, W. Tetrahedron Lett. 1997, 38, 3475-3476; (e) Nakayama, T.; Mori, K. Liebigs Ann. 1997, 1075-1080.
- (1997) Liebigs Ann. , pp. 1075-1080
- Nakayama, T.¹ Mori, K.²

59
- 0000228629
- Diol 14 was separated from a commercially available mixture of cis and trans-2,4-pentanediol
- Diol 14 was separated from a commercially available mixture of cis and trans-2,4-pentanediol: Pritchard J.G., Vollmer R.L. J. Org. Chem. 28:1964;1545-1549.
- (1964) J. Org. Chem. , vol.28 , pp. 1545-1549
- Pritchard, J.G.¹ Vollmer, R.L.²

60
- 33947294209
- Nader F.W., Elliel E.L. J. Am. Chem. Soc. 92:1970;3050-3055.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 3050-3055
- Nader, F.W.¹ Elliel, E.L.²

61
- 0031592601
- Anelli P.L., Brocchetta M., Palano D., Visigalli M. Tetrahedron Lett. 38:1997;2367-2368.
- (1997) Tetrahedron Lett. , vol.38 , pp. 2367-2368
- Anelli, P.L.¹ Brocchetta, M.² Palano, D.³ Visigalli, M.⁴

62
- 84994427065
- For a report on hydride transfer with copper(I) carbenoids, see: Ref. 3
- For a report on hydride transfer with copper(I) carbenoids, see: Ref. 3.

63
- 0027209354
- Hashimoto S., Watanbe N., Sato T., Shiro M., Ikegami S. Tetrahedron Lett. 34:1993;5109-5112.
- (1993) Tetrahedron Lett. , vol.34 , pp. 5109-5112
- Hashimoto, S.¹ Watanbe, N.² Sato, T.³ Shiro, M.⁴ Ikegami, S.⁵

64
- 0035830525
- Taber D.F., Malcolm S.C. J. Org. Chem. 66:2001;944-953.
- (2001) J. Org. Chem. , vol.66 , pp. 944-953
- Taber, D.F.¹ Malcolm, S.C.²

65
- 0029945485
- Davies H.M.L., Bruzinki P.R., Lake D.H., Kong N., Fall M.J. J. Am. Chem. Soc. 118:1996;6897-6907.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 6897-6907
- Davies, H.M.L.¹ Bruzinki, P.R.² Lake, D.H.³ Kong, N.⁴ Fall, M.J.⁵

66
- 0000581242
- Doyle M.P., Winchester W.R., Hoorn J.A.A., Lynch V., Simonsen S.H., Ghosh R.J. J. Am. Chem. Soc. 115:1993;9968-9978.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 9968-9978
- Doyle, M.P.¹ Winchester, W.R.² Hoorn, J.A.A.³ Lynch, V.⁴ Simonsen, S.H.⁵ Ghosh, R.J.⁶

67
- 0032537671
- Walker L.F., Connolly S., Wills M. Tetrahedron Lett. 39:1998;5273-5276.
- (1998) Tetrahedron Lett. , vol.39 , pp. 5273-5276
- Walker, L.F.¹ Connolly, S.² Wills, M.³

68
- 37049105775
- Dolan S.C., MacMillan J. J. Chem. Soc., Chem. Commun. 1985;1588-1589.
- (1985) J. Chem. Soc., Chem. Commun. , pp. 1588-1589
- Dolan, S.C.¹ MacMillan, J.²

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