SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 121, Issue 10, 1999, Pages 2056-2070

Synthesis of the North 1 unit of the cephalostatin family from hecogenin acetate

(5) Kim, Seongkon a Sutton, Scott C a Guo, Chuangxing a LaCour, Thomas G a Fuchs, P L a

a PURDUE UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ANTINEOPLASTIC AGENT; CEPHALOSTATIN; UNCLASSIFIED DRUG;

ALKYLATION; ANTINEOPLASTIC ACTIVITY; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0033577299 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja9817139 Document Type: Article

Times cited : (58)

References (122)

1
- 0028862733
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 10157
- Jeong, J.U.¹ Sutton, S.C.² Kim, S.³ Fuchs, P.L.⁴

2
- 0026490389
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1992) Bioorg. Med. Chem. Lett. , vol.2 , pp. 967
- Pan, Y.¹ Merriman, R.L.² Tanzer, L.R.³ Fuchs, P.L.⁴

3
- 0028080873
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1994) J. Org. Chem. , vol.59 , pp. 6828
- Heathcock, C.H.¹ Smith, S.C.²

4
- 37049079804
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1993) J. Chem. Soc., Perkin Trans. 1 , pp. 2865
- Kramer, A.¹ Ullmann, U.² Winterfeldt, E.³

5
- 33748242750
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 611
- Ganesan, A.¹

6
- 0029739418
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1572
- Drogemuller, M.¹ Jantelat, R.² Winterfelt, E.³

7
- 0029822350
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 10672
- Guo, C.¹ Bhandaru, S.² Fuchs, P.L.³ Boyd, M.R.⁴

8
- 0032481403
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 692
- LaCour, T.G.¹ Guo, C.² Bhandaru, S.³ Boyd, M.R.⁴ Fuchs, P.L.⁵

9
- 2742596088
- Cephalostatin synthesis. 13. Portions of this work have been communicated in Article 9 of this series: Jeong, J. U.; Sutton, S. C.; Kim, S.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 10157. For additional syntheses of cephalostatin-related pyrazines, see: (a) Pan, Y.; Merriman, R. L.; Tanzer, L. R.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1992, 2, 967. (b) Heathcock, C. H.; Smith, S. C. J. Org. Chem. 1994, 59, 6828. (c) Kramer, A.; Ullmann, U.; Winterfeldt, E. J. Chem. Soc., Perkin Trans. 1 1993, 2865. (d) Ganesan, A. Angew. Chem., Int. Ed. Engl. 1996, 35, 611. (e) Drogemuller, M.; Jantelat, R.; Winterfelt, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1572. (f) Guo, C.; Bhandaru, S.; Fuchs, P. L.; Boyd, M. R. J. Am. Chem. Soc. 1996, 118, 10672. (g) LaCour, T. G.; Guo, C.; Bhandaru, S.; Boyd, M. R.; Fuchs, P. L. J. Am. Chem. Soc. 1998, 120, 692. (h) Drögemüller, M.; Flessner, T.; Jautelat, R.; Scholz, U.; Winterfeldt, E. Eur. J. Org. Chem. 1998, 2811.
- (1998) Eur. J. Org. Chem. , pp. 2811
- Drögemüller, M.¹ Flessner, T.² Jautelat, R.³ Scholz, U.⁴ Winterfeldt, E.⁵

10
- 0026529086
- Pettit, G. R.; Kamano, Y.; Inoue, M.; Dufresne, C.; Boyd, M. R.; Herald, C. L.; Schmidt, J. M.; Doubek, D. L.; Christie, N. D. J. Org. Chem. 1992, 57, 429.
- (1992) J. Org. Chem. , vol.57 , pp. 429
- Pettit, G.R.¹ Kamano, Y.² Inoue, M.³ Dufresne, C.⁴ Boyd, M.R.⁵ Herald, C.L.⁶ Schmidt, J.M.⁷ Doubek, D.L.⁸ Christie, N.D.⁹

11
- 0028533184
- (a) Pettit, G. R.; Xu. J.-P.; Ichihara, Y.; Williams, M. D.; Boyd, M. R. Can. J. Chem. 1994, 72, 2260.
- (1994) Can. J. Chem. , vol.72 , pp. 2260
- Pettit, G.R.¹ Xu, J.-P.² Ichihara, Y.³ Williams, M.D.⁴ Boyd, M.R.⁵

12
- 0031927985
- and references therein
- (b) Pettit, G. R.; Tan, R.; Xu, J.-p.; Ichihara, Y.; Williams, M. D.; Boyd, M. R. J. Nat. Prod. 1998, 61, 955 and references therein.
- (1998) J. Nat. Prod. , vol.61 , pp. 955
- Pettit, G.R.¹ Tan, R.² Xu, J.-P.³ Ichihara, Y.⁴ Williams, M.D.⁵ Boyd, M.R.⁶

13
- 0029073274
- and references therein
- (c) Fukuzawa, S.; Matsunaga, S.; Fusetani, N. Tetrahedron 1995 51, 6707 and references therein.
- (1995) Tetrahedron , vol.51 , pp. 6707
- Fukuzawa, S.¹ Matsunaga, S.² Fusetani, N.³

14
- 0030861233
- (d) Fukuzawa, S.; Matsunaga, S.; Fusetani, N. J. Org. Chem. 1997, 62, 4484
- (1997) J. Org. Chem. , vol.62 , pp. 4484
- Fukuzawa, S.¹ Matsunaga, S.² Fusetani, N.³

15
- 0023864515
- Pettit, G. R.; Inoue, M.; Kamano, Y.; Herald, D. L.; Arm, C.; Dufresne, C.; Christie, N. D.; Schmidt, J. M.; Doubek, D. L.; Krupa, T. S. J. Am. Chem. Soc. 1988, 110, 2006.
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 2006
- Pettit, G.R.¹ Inoue, M.² Kamano, Y.³ Herald, D.L.⁴ Arm, C.⁵ Dufresne, C.⁶ Christie, N.D.⁷ Schmidt, J.M.⁸ Doubek, D.L.⁹ Krupa, T.S.¹⁰

16
- 0000510163
- (a) Edwards, O. E.; Purushothaman, K. K. Can. J. Chem. 1964, 42, 712.
- (1964) Can. J. Chem. , vol.42 , pp. 712
- Edwards, O.E.¹ Purushothaman, K.K.²

17
- 0013794489
- (b) Doorenbos, N. J.; Dorn, C. P. J. Pharm. Sci. 1965, 54, 1219.
- (1965) J. Pharm. Sci. , vol.54 , pp. 1219
- Doorenbos, N.J.¹ Dorn, C.P.²

18
- 85008038572
- (c) Ohta, G.; Koshi, K. Chem. Pharm. Bull. 1968, 16, 1487.
- (1968) Chem. Pharm. Bull. , vol.16 , pp. 1487
- Ohta, G.¹ Koshi, K.²

19
- 0040460970
- (d) Wolloch, A.; Zibiral, E. Tetrahedron 1976, 32, 1289.
- (1976) Tetrahedron , vol.32 , pp. 1289
- Wolloch, A.¹ Zibiral, E.²

20
- 0028361122
- Pettit, G. R.; Ichihara, Y.; Xu, J.; Boyd, M. R.; Williams, M. D. Bioorg. Med. Chem. Lett. 1994, 4, 1507.
- (1994) Bioorg. Med. Chem. Lett. , vol.4 , pp. 1507
- Pettit, G.R.¹ Ichihara, Y.² Xu, J.³ Boyd, M.R.⁴ Williams, M.D.⁵

21
- 0033535077
- Guo, C.; LaCour, T. G.; Fuchs, P. L. Bioorg. Med. Chem. Lett. 1999, 9, 419.
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 419
- Guo, C.¹ LaCour, T.G.² Fuchs, P.L.³

22
- 0028141790
- For a preliminary account of this phase of the work see: Kim, S.; Fuchs, P. L. Tetrahedron Lett. 1994, 35, 7163.
- (1994) Tetrahedron Lett. , vol.35 , pp. 7163
- Kim, S.¹ Fuchs, P.L.²

23
- 33845556313
- 3 (Gemal, A. L.; Luche, J.-L. J. Am. Chem. Soc. 1981, 103, 5454), acetylation, and recrystallization provides 12 (90%) in an operationally more convenient manner.
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 5454
- Gemal, A.L.¹ Luche, J.-L.²

24
- 33947454790
- Ring opening of spiroketal 11 is based upon the general method of Micovic and Diatak (see: Synthesis 1990, 591) and Dauben and Fonken (Dauben, W. G.; Fonken, G. J. J. Am. Chem. Soc. 1954, 76, 4618).
- (1990) Synthesis , pp. 591

25
- 33947454790
- Ring opening of spiroketal 11 is based upon the general method of Micovic and Diatak (see: Synthesis 1990, 591) and Dauben and Fonken (Dauben, W. G.; Fonken, G. J. J. Am. Chem. Soc. 1954, 76, 4618).
- (1954) J. Am. Chem. Soc. , vol.76 , pp. 4618
- Dauben, W.G.¹ Fonken, G.J.²

26
- 0007294007
- Templeton, J. F.; Yan, Y. Org. Prep. Proced. Int. 1992, 24, 159.
- (1992) Org. Prep. Proced. Int. , vol.24 , pp. 159
- Templeton, J.F.¹ Yan, Y.²

27
- 0001020134
- Julian, P. L.; Meyer, E. W.; Karpel, W. J.; Waller, I. R. J. Am. Chem. Soc. 1950, 72, 5145.
- (1950) J. Am. Chem. Soc. , vol.72 , pp. 5145
- Julian, P.L.¹ Meyer, E.W.² Karpel, W.J.³ Waller, I.R.⁴

28
- 0001172890
- (a) Nicolaou, K. C.; Duggan, M. E.; Ladduwahetty, T. Tetrahedron Lett. 1984, 25, 2069.
- (1984) Tetrahedron Lett. , vol.25 , pp. 2069
- Nicolaou, K.C.¹ Duggan, M.E.² Ladduwahetty, T.³

29
- 37049090482
- (b) Sarandeses, L. A.; Mourino, A.; Luche, J. L. J. Chem. Soc. Chem. Commun. 1991, 818.
- (1991) J. Chem. Soc. Chem. Commun. , pp. 818
- Sarandeses, L.A.¹ Mourino, A.² Luche, J.L.³

30
- 0024390379
- Smith, A. B., III; Lupo, A. T., Jr.; Ohba, M.; Chen, K. J. Am. Chem. Soc. 1989, 111, 6648.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 6648
- Smith III, A.B.¹ Lupo Jr., A.T.² Ohba, M.³ Chen, K.⁴

31
- 0001284819
- A similar example can be found in Paul Wender's total synthesis of (+)-resiniferatoxin. A hindered TMS ether survived HF treatment. Wender, P. A.; Jesudason, C. D.; Nakahira, H.; Tamura, N.; Tebbe, A. L.; Ueno, Y. J. Am. Chem. Soc. 1997, 119, 12976.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 12976
- Wender, P.A.¹ Jesudason, C.D.² Nakahira, H.³ Tamura, N.⁴ Tebbe, A.L.⁵ Ueno, Y.⁶

32
- 0003018055
- Kishi, B. Y.; Aratani, M.; Tanino, H.; Fukuyama, T.; Goto, T. J. Chem. Soc. Chem. Commun. 1972, 64.
- (1972) J. Chem. Soc. Chem. Commun. , pp. 64
- Kishi, B.Y.¹ Aratani, M.² Tanino, H.³ Fukuyama, T.⁴ Goto, T.⁵

33
- 30144437908
- (a) Murray, R. W.; Jeyaraman, R. J. Org. Chem. 1985, 50, 2847.
- (1985) J. Org. Chem. , vol.50 , pp. 2847
- Murray, R.W.¹ Jeyaraman, R.²

34
- 13044310913
- (b) For review, see: Adam, W.; Curci, R.; Edwards, J. O. Acc. Chem. Res. 1989, 22, 20-5.
- (1989) Acc. Chem. Res. , vol.22 , pp. 20-25
- Adam, W.¹ Curci, R.² Edwards, J.O.³

35
- 13044302537
- Allen, W. S.; Bernstein, S. J. Am. Chem. Soc. 1956, 78, 1909.
- (1956) J. Am. Chem. Soc. , vol.78 , pp. 1909
- Allen, W.S.¹ Bernstein, S.²

36
- 9644292316
- (a) Sharpless, K. B.; Gao, Y. J. Am. Chem. Soc. 1988, 110, 7538.
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 7538
- Sharpless, K.B.¹ Gao, Y.²

37
- 0001007563
- (b) Ramaswamy, S.; Prasad, K.; Repic, O. J. Org. Chem. 1992, 57, 6344.
- (1992) J. Org. Chem. , vol.57 , pp. 6344
- Ramaswamy, S.¹ Prasad, K.² Repic, O.³

38
- 0027321206
- (c) Shing, T. K. M.; Tai, V. W. F. J. Chem. Soc. Chem. Commun. 1993, 995.
- (1993) J. Chem. Soc. Chem. Commun. , pp. 995
- Shing, T.K.M.¹ Tai, V.W.F.²

39
- 0026459980
- (d) For review, see: Lohray, B. B. Synthesis 1992, 1035.
- (1992) Synthesis , pp. 1035
- Lohray, B.B.¹

40
- 0007631397
- Reich, H. J.; Peake, S. L. J. Am. Chem. Soc. 1978, 100, 4888.
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 4888
- Reich, H.J.¹ Peake, S.L.²

41
- 0001401005
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 7760
- Macdonald, T.L.¹ Narasimhan, N.² Burka, L.T.³

42
- 0003512143
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1981) Tetrahedron Lett. , vol.22 , pp. 3679
- McCabe, P.H.¹ Dejenga, C.I.² Stewart, A.³

43
- 0004376668
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1985) J. Org. Chem. , vol.50 , pp. 1872
- Zefirov, N.S.¹ Zhdankin, V.V.² Makhon'kova, G.V.³ Dan'kov, Y.V.⁴ Koz'min, A.S.⁵

44
- 13044298262
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1985) Tetrahedron Lett. , vol.26 , pp. 1665
- Citterio, A.¹ Gandolfi, M.² Giordano, C.³ Castaldi, G.⁴

45
- 0024489429
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1989) J. Org. Chem. , vol.54 , pp. 98
- Holmes, C.P.¹ Bartlett, P.A.²

46
- 0026589301
- For additional examples of the synthetic potential of this strategy, see: (a) Macdonald, T. L.; Narasimhan, N.; Burka, L. T. J. Am. Chem. Soc. 1980, 102, 7760. (b) McCabe, P. H.; deJenga, C. I.; Stewart, A. Tetrahedron Lett. 1981, 22, 3679. (c) Zefirov, N. S.; Zhdankin, V. V.; Makhon'kova, G. V.; Dan'kov, Y. V.; Koz'min, A. S. J. Org. Chem. 1985, 50, 1872. (d) Citterio, A.; Gandolfi, M.; Giordano, C.; Castaldi, G. Tetrahedron Lett. 1985, 26, 1665. (e) Holmes, C. P.; Bartlett, P. A. J. Org. Chem. 1989, 54, 98. (f) Knapp, S.; Naughton, A. B. J.; Dhar, T. G. M. Tetrahedron Lett. 1992, 33, 1025; see also ref 19.
- (1992) Tetrahedron Lett. , vol.33 , pp. 1025
- Knapp, S.¹ Naughton, A.B.J.² Dhar, T.G.M.³

47
- 11944267048
- For an improved procedure for oxidation of iodides to iodoso intermediates with dimethyldioxirane see: Mahadevan, A.; Fuchs, P. L. J. Am. Chem. Soc. 1995, 117, 3272.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 3272
- Mahadevan, A.¹ Fuchs, P.L.²

48
- 0028214895
- (a) Jeong, J. U.; Fuchs, P. L. J. Am. Chem. Soc. 1994, 116, 773.
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 773
- Jeong, J.U.¹ Fuchs, P.L.²

49
- 0027933483
- (h) Jeong, J. U.; Fuchs, P. L. Tetrahedron Lett. 1994, 35, 5385.
- (1994) Tetrahedron Lett. , vol.35 , pp. 5385
- Jeong, J.U.¹ Fuchs, P.L.²

50
- 0001678926
- See following article: Jeong, J. U.; Guo, C.; Fuchs, P. L. J. Am. Chem. Soc. 1999, 121, 2071.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 2071
- Jeong, J.U.¹ Guo, C.² Fuchs, P.L.³

51
- 0026548187
- (a) Moody, C. J.; Sie, E. R. H. Tetrahedron 1992, 48, 3991.
- (1992) Tetrahedron , vol.48 , pp. 3991
- Moody, C.J.¹ Sie, E.R.H.²

52
- 0028220862
- and references cited therin
- (b) Cox, G. G.; Miller, D. J.; Moody, C. J.; Sie, E. H. B. Tetrahedron 1994, 50, 3195 and references cited therin.
- (1994) Tetrahedron , vol.50 , pp. 3195
- Cox, G.G.¹ Miller, D.J.² Moody, C.J.³ Sie, E.H.B.⁴

53
- 0001410296
- (a) Corbel, B.; Hernot, D.; Haelters, J.-P.; Sturtz, G. Tetrahedron Lett. 1987, 28, 6605.
- (1987) Tetrahedron Lett. , vol.28 , pp. 6605
- Corbel, B.¹ Hernot, D.² Haelters, J.-P.³ Sturtz, G.⁴

54
- 0001992008
- (b) Cossy, J.; Belotti, D.; Thellend, A.; Pete, J. P. Synthesis 1988, 720.
- (1988) Synthesis , pp. 720
- Cossy, J.¹ Belotti, D.² Thellend, A.³ Pete, J.P.⁴

55
- 0027433945
- (c) Andriamiadanarivo, R.; Pujol, B.; Chantegrel, B.; Deshayes, C.; Doutheau, A. Tetrahedron Lett. 1993, 34, 7923.
- (1993) Tetrahedron Lett. , vol.34 , pp. 7923
- Andriamiadanarivo, R.¹ Pujol, B.² Chantegrel, B.³ Deshayes, C.⁴ Doutheau, A.⁵

56
- 13044300216
- note
- It seems possible that a bidentate ligating effect of the β-hydroxy ketone is responsible for enhancement of the Wolff reaction or its operational equivalent.

57
- 0005711997
- Georgian, V.; Boyer, S. K.; Edwards, B. J. Org. Chem. 1980, 45, 1686.
- (1980) J. Org. Chem. , vol.45 , pp. 1686
- Georgian, V.¹ Boyer, S.K.² Edwards, B.³

58
- 0028801192
- Bhandaru, S.; Fuchs, P. L. Tetrahedron Lett. 1995, 56, 8347.
- (1995) Tetrahedron Lett. , vol.56 , pp. 8347
- Bhandaru, S.¹ Fuchs, P.L.²

59
- 13044301741
- note
- f value of compound 52 is almost the same as that of diazophospnonate 51 which was used in excess, so the mixture was used directly in the Wadsworth-Emmons reaction.

60
- 0000745489
- (a) Brown, H. C.; Narasimhan, S.; Choi, Y. M. J. Org. Chem. 1982, 47, 4702.
- (1982) J. Org. Chem. , vol.47 , pp. 4702
- Brown, H.C.¹ Narasimhan, S.² Choi, Y.M.³

61
- 0001646235
- (b) Brown, H. C.; Narasimhan, S. J. Org. Chem. 1982, 47, 1606.
- (1982) J. Org. Chem. , vol.47 , pp. 1606
- Brown, H.C.¹ Narasimhan, S.²

62
- 0028929171
- For a preliminary account of this phase of the work, see: Kim, S.; Sutton S. C.; Fuchs, P. L. Tetrahedron Lett. 1995, 36, 2427.
- (1995) Tetrahedron Lett. , vol.36 , pp. 2427
- Kim, S.¹ Sutton, S.C.² Fuchs, P.L.³

63
- 13044308572
- note
- X-ray structural information relating to compounds 57, 72, and 82 can be obtained from the Cambridge Crystallographic Data Centre.

64
- 0026532971
- Henry, K. J., Jr.; Grieco, P. A.; Jagoe, C. T. Tetrahedron Lett. 1992, 33, 1817.
- (1992) Tetrahedron Lett. , vol.33 , pp. 1817
- Henry Jr., K.J.¹ Grieco, P.A.² Jagoe, C.T.³

65
- 0001671926
- (a) Racherla, U. S.; Liao, Y.; Brown, H. C. J. Org. Chem. 1992, 57, 6614.
- (1992) J. Org. Chem. , vol.57 , pp. 6614
- Racherla, U.S.¹ Liao, Y.² Brown, H.C.³

66
- 0023977798
- (b) Brown, H. C.; Jadhav, P. K.; Bhat, K. S. J. Am. Chem. Soc. 1988, 110, 1535.
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 1535
- Brown, H.C.¹ Jadhav, P.K.² Bhat, K.S.³

67
- 0346596392
- (c) Brown, H. C.; Bhat, K. S.; Randad, R. S. J. Org. Chem. 1987, 52, 320.
- (1987) J. Org. Chem. , vol.52 , pp. 320
- Brown, H.C.¹ Bhat, K.S.² Randad, R.S.³

68
- 33845374534
- (d) Jadhav, P. K.; Bhat, K. S.; Perumal, P. T.; Brown, H. C. J. Org. Chem. 1986, 51, 432.
- (1986) J. Org. Chem. , vol.51 , pp. 432
- Jadhav, P.K.¹ Bhat, K.S.² Perumal, P.T.³ Brown, H.C.⁴

69
- 19044385927
- (e) Brown, H. C.; Jadhav, P. K.; Perumal, P. T. Tetrahedron Lett. 1984, 25, 5111.
- (1984) Tetrahedron Lett. , vol.25 , pp. 5111
- Brown, H.C.¹ Jadhav, P.K.² Perumal, P.T.³

70
- 0343894680
- (f) Brown, H. C.; Jadhav, P. K. J. Org. Chem. 1984, 49, 4091.
- (1984) J. Org. Chem. , vol.49 , pp. 4091
- Brown, H.C.¹ Jadhav, P.K.²

71
- 33845550192
- (g) Brown, H. C.; Jadhav, P. K. J. Am. Chem. Soc. 1983, 105, 2092.
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 2092
- Brown, H.C.¹ Jadhav, P.K.²

72
- 0001488391
- (a) Keck, G. E.; Tarbet, K. H.; Geraci, L. S. J. Am. Chem. Soc. 1993, 115, 8467.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 8467
- Keck, G.E.¹ Tarbet, K.H.² Geraci, L.S.³

73
- 33751386025
- (b) Keck, G. E.; Krishnamurthy, D.; Grier, M. J. Org. Chem. 1993, 58, 6543.
- (1993) J. Org. Chem. , vol.58 , pp. 6543
- Keck, G.E.¹ Krishnamurthy, D.² Grier, M.³

74
- 0027501692
- (c) Keck, G. E.; Geraci, L. S. Tetrahedron Lett. 1993, 34, 7827.
- (1993) Tetrahedron Lett. , vol.34 , pp. 7827
- Keck, G.E.¹ Geraci, L.S.²

75
- 12044252883
- (d) Costa, A. L.; Piazza, M. G.; Tagliavini, E.; Trombini, C.; Ronchi, A. U. J. Am. Chem. Soc. 1993, 115, 7001.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 7001
- Costa, A.L.¹ Piazza, M.G.² Tagliavini, E.³ Trombini, C.⁴ Ronchi, A.U.⁵

76
- 0028906759
- Jeong, J. U.; Fuchs, P. L. Tetrahedron Lett. 1995, 36, 2431. See also ref 24.
- (1995) Tetrahedron Lett. , vol.36 , pp. 2431
- Jeong, J.U.¹ Fuchs, P.L.²

77
- 0028216805
- (a) Dodge, J. A.; Trujillo, J. I.; Presnell, M. J. Org. Chem. 1994, 59, 234.
- (1994) J. Org. Chem. , vol.59 , pp. 234
- Dodge, J.A.¹ Trujillo, J.I.² Presnell, M.³

78
- 0001038216
- (b) Caine, D.; Kotian, P. L. J. Org. Chem. 1992, 57, 6587.
- (1992) J. Org. Chem. , vol.57 , pp. 6587
- Caine, D.¹ Kotian, P.L.²

79
- 0000951044
- (c) Hughes, D. L.; Reamer, R. A.; Bergan, J. J.; Grabowski, E. J. J. J. Am. Chem. Soc. 1988, 110, 6487.
- (1988) J. J. Am. Chem. Soc. , vol.110 , pp. 6487
- Hughes, D.L.¹ Reamer, R.A.² Bergan, J.J.³ Grabowski, E.J.⁴

80
- 0021846141
- (a) Johnson, W. S.; Chan, M. F. J. Org. Chem. 1985, 50, 2598.
- (1985) J. Org. Chem. , vol.50 , pp. 2598
- Johnson, W.S.¹ Chan, M.F.²

81
- 0023574088
- (b) Ichikawa, Y.; Isobe, M.; Bai, D. L.; Goto, T. Tetrahedron 1987, 43, 4737.
- (1987) Tetrahedron , vol.43 , pp. 4737
- Ichikawa, Y.¹ Isobe, M.² Bai, D.L.³ Goto, T.⁴

82
- 0024840703
- Corey, E. J.; Jardine, P. D.; Virgil, S.; Yuen, P. W.; Connell, R. D. J. Am. Chem. Soc. 1989, 111, 9243.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 9243
- Corey, E.J.¹ Jardine, P.D.² Virgil, S.³ Yuen, P.W.⁴ Connell, R.D.⁵

83
- 0141712450
- Sharpless, K. B.; Amberg, W.; Bennani, Y. L.; Crispino, G. A.; Hartung, J.; Jeong, K.-S.; Kwong, H.-L.; Morikawa, K.; Wang, Z.-M.; Xu, D.; Zhang, X.-L. J. Org. Chem. 1992, 57, 2768
- (1992) J. Org. Chem. , vol.57 , pp. 2768
- Sharpless, K.B.¹ Amberg, W.² Bennani, Y.L.³ Crispino, G.A.⁴ Hartung, J.⁵ Jeong, K.-S.⁶ Kwong, H.-L.⁷ Morikawa, K.⁸ Wang, Z.-M.⁹ Xu, D.¹⁰ Zhang, X.-L.¹¹

84
- 0027196730
- Hardinger, S. A.; Wijaya, N. Tetrahedron Lett. 1993, 34, 3821.
- (1993) Tetrahedron Lett. , vol.34 , pp. 3821
- Hardinger, S.A.¹ Wijaya, N.²

85
- 0027255156
- and references therein
- Ireland, R. E.; Meissner, R. S.; Rizzacasa, M. A. J. Am. Chem. Soc. 1993, 115, 7166 and references therein.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 7166
- Ireland, R.E.¹ Meissner, R.S.² Rizzacasa, M.A.³

86
- 37049087637
- (a) Konradsson, P.; Mootoo, D. R.; Mcdevitt, R. E.; Reid, B. F. J. Chem. Soc. Chem. Commun. 1990, 270.
- (1990) J. Chem. Soc. Chem. Commun. , pp. 270
- Konradsson, P.¹ Mootoo, D.R.² Mcdevitt, R.E.³ Reid, B.F.⁴

87
- 0025125757
- (b) Veeneman, G. H.; Van Leeuwe, S. H.; Van Boom, J. H. Tetrahedron Lett. 1990, 31, 1331.
- (1990) Tetrahedron Lett. , vol.31 , pp. 1331
- Veeneman, G.H.¹ Van Leeuwe, S.H.² Van Boom, J.H.³

88
- 0007868358
- (c) Merritt, J. R.; Reid, B. F. J. Am. Chem. Soc. 1992, 114, 8334.
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 8334
- Merritt, J.R.¹ Reid, B.F.²

89
- 33751384970
- (d) Olah, G. A.; Wang, Q.; Sandford, G.; Prakash, G. K. S. J. Org. Chem. 1993, 58, 3194.
- (1993) J. Org. Chem. , vol.58 , pp. 3194
- Olah, G.A.¹ Wang, Q.² Sandford, G.³ Prakash, G.K.S.⁴

90
- 0001432336
- Lemieux, R. U.; Morgan, A. R. Can. J. Chem. 1965, 43, 2190.
- (1965) Can. J. Chem. , vol.43 , pp. 2190
- Lemieux, R.U.¹ Morgan, A.R.²

91
- 0347229803
- Beebe, T. R. J. Org. Chem. 1981, 46, 1927.
- (1981) J. Org. Chem. , vol.46 , pp. 1927
- Beebe, T.R.¹

92
- 0000451588
- Kropp, P. Acc. Chem. Res. 1984, 17, 131.
- (1984) Acc. Chem. Res. , vol.17 , pp. 131
- Kropp, P.¹

93
- 13044310490
- Shibata, I.; Nakamura, K.; Baba, A.; Matsuda, H. Tetrahedron Lett. 1992, 33, 5709.
- (1992) Tetrahedron Lett. , vol.33 , pp. 5709
- Shibata, I.¹ Nakamura, K.² Baba, A.³ Matsuda, H.⁴

94
- 13044302131
- Vedejs, E.; Duncan, S. M.; Haight, A. R. J. Org. Chem. 1993, 58, 3043.
- (1993) J. Org. Chem. , vol.58 , pp. 3043
- Vedejs, E.¹ Duncan, S.M.² Haight, A.R.³

95
- 84918694212
- Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Synlett 1991, 435.
- (1991) Synlett , pp. 435
- Barton, D.H.R.¹ Jang, D.O.² Jaszberenyi, J.C.³

96
- 0026686954
- Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Tetrahedron Lett. 1992, 33, 5709.
- (1992) Tetrahedron Lett. , vol.33 , pp. 5709
- Barton, D.H.R.¹ Jang, D.O.² Jaszberenyi, J.C.³

97
- 0001651721
- Kahne, D.; Yang, D.; Lim, J. J.; Miller, R.; Paguaga, E. J. Am. Chem. Soc. 1988, 110, 8716.
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 8716
- Kahne, D.¹ Yang, D.² Lim, J.J.³ Miller, R.⁴ Paguaga, E.⁵

98
- 0000283505
- (a) Kim, S.; Kim, Y.; Ahn, K. H. Tetrahedron Lett. 1983, 24, 3369.
- (1983) Tetrahedron Lett. , vol.24 , pp. 3369
- Kim, S.¹ Kim, Y.² Ahn, K.H.³

99
- 0013480985
- (b) Kim, S.; Ko, J. S. Synth. Commun. 1985, 15, 603.
- (1985) Synth. Commun. , vol.15 , pp. 603
- Kim, S.¹ Ko, J.S.²

100
- 0000958841
- Doyle, M. P.; Mcoster, C. C.; West, C. T. J. Org. Chem. 1976, 41, 1393.
- (1976) J. Org. Chem. , vol.41 , pp. 1393
- Doyle, M.P.¹ Mcoster, C.C.² West, C.T.³

101
- 0003003230
- Berkowitz, D. B. Synlett 1990, 649.
- (1990) Synlett , pp. 649
- Berkowitz, D.B.¹

102
- 0027437922
- Paulvannan, K.; Stille, J. R. Tetrahedron Lett. 1993, 34, 6673.
- (1993) Tetrahedron Lett. , vol.34 , pp. 6673
- Paulvannan, K.¹ Stille, J.R.²

103
- 13044310491
- Vedejs, E.; Buchanan, R. A. J. Am. Chem. Soc. 1989, 111, 8426.
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 8426
- Vedejs, E.¹ Buchanan, R.A.²

104
- 33845374498
- (a) Crabtree, R. H.; Davis, M. W. J. Org. Chem. 1986, 51, 2655.
- (1986) J. Org. Chem. , vol.51 , pp. 2655
- Crabtree, R.H.¹ Davis, M.W.²

105
- 33845551063
- (b) Stork, G.; Kahne, D. E. J. Am. Chem. Soc. 1983, 105, 1072.
- (1983) J. Am. Chem. Soc. , vol.105 , pp. 1072
- Stork, G.¹ Kahne, D.E.²

106
- 0014006719
- (a) Barton, D. H. R.; Basu, N. K.; Hesse, R. H.; Morehouse, F. S.; Pechet, M. M. J. Am. Chem. Soc. 1966, 88, 3016.
- (1966) J. Am. Chem. Soc. , vol.88 , pp. 3016
- Barton, D.H.R.¹ Basu, N.K.² Hesse, R.H.³ Morehouse, F.S.⁴ Pechet, M.M.⁵

107
- 0344883155
- (b) Barton, D. H. R.; Basu, N. K. Tetrahedron Lett. 1964, 43, 3151.
- (1964) Tetrahedron Lett. , vol.43 , pp. 3151
- Barton, D.H.R.¹ Basu, N.K.²

108
- 0010027883
- (a) Bachi, M. D.; Epstein, J. W.; Minzly, Y.; Loewenthal, H. E. J. Org. Chem. 1969, 34, 126.
- (1969) J. Org. Chem. , vol.34 , pp. 126
- Bachi, M.D.¹ Epstein, J.W.² Minzly, Y.³ Loewenthal, H.E.⁴

109
- 0017611891
- (b) House, H. O.; Zaiko, E. J. Org. Chem. 1977, 42, 3780.
- (1977) J. Org. Chem. , vol.42 , pp. 3780
- House, H.O.¹ Zaiko, E.²

110
- 0013211716
- (c) Hook, J. M.; Mander, L. N.; Urech, R. J. Am. Chem. Soc. 1980, 102, 6628.
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 6628
- Hook, J.M.¹ Mander, L.N.² Urech, R.³

111
- 12244272500
- (d) Hook, J. M.; Mander, L. N.; Urech, R. J. Org. Chem. 1984, 49, 3250.
- (1984) J. Org. Chem. , vol.49 , pp. 3250
- Hook, J.M.¹ Mander, L.N.² Urech, R.³

112
- 84981821206
- (a) Hanson, J. R.; Premuzic, E. Angew. Chem., Int. Ed. Engl. 1968, 247.
- (1968) Angew. Chem., Int. Ed. Engl. , pp. 247
- Hanson, J.R.¹ Premuzic, E.²

113
- 0009760905
- (b) Hanson, J. Synthesis 1974, 1.
- (1974) Synthesis , pp. 1
- Hanson, J.¹

114
- 0013533698
- Kochi, J. K.; Mocadlo, P. E. J. Am. Chem. Soc. 1966, 88, 4094.
- (1966) J. Am. Chem. Soc. , vol.88 , pp. 4094
- Kochi, J.K.¹ Mocadlo, P.E.²

115
- 0000907710
- Pilcher, A. S.; Hill, D. K.; Shimshock, S. J.; Waltermire, R. E.; DeShong, P. J. Org. Chem. 1992, 57, 2492.
- (1992) J. Org. Chem. , vol.57 , pp. 2492
- Pilcher, A.S.¹ Hill, D.K.² Shimshock, S.J.³ Waltermire, R.E.⁴ DeShong, P.⁵

116
- 0001878648
- Corey, E. J.; Ishiguro, M. Tetrahedron Lett. 1979, 79, 2745-2748.
- (1979) Tetrahedron Lett. , vol.79 , pp. 2745-2748
- Corey, E.J.¹ Ishiguro, M.²

117
- 13044307936
- note
- A study of factors influencing the course of the chromium(II) mediated reduction is in progress and will be the subject of a future report.

118
- 13044314615
- (a) Li, C.; Arasappan, A.; Fuchs, P. L. Tetrahedron Lett. 1993, 22, 3545.
- (1993) Tetrahedron Lett. , vol.22 , pp. 3545
- Li, C.¹ Arasappan, A.² Fuchs, P.L.³

119
- 0028294601
- (b) Li, C.; Shih, T. L.; Jeong, J. U.; Arasappan, A.; Fuchs, P. L. Tetrahedron Lett. 1994, 35, 2645.
- (1994) Tetrahedron Lett. , vol.35 , pp. 2645
- Li, C.¹ Shih, T.L.² Jeong, J.U.³ Arasappan, A.⁴ Fuchs, P.L.⁵

120
- 0030748827
- Magnus, P.; Miknis, G. F.; Press; N. J.; Grandjean, D.; Taylor, G. M.; Harling, J. J. Am. Chem. Soc. 1997, 119, 6739.
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 6739
- Magnus, P.¹ Miknis, G.F.² Press, N.J.³ Grandjean, D.⁴ Taylor, G.M.⁵ Harling, J.⁶

121
- 13044308783
- (a) Kaneko, K.; Niitsu, K.; Yoshida, N.; Mitsuhashi, H. Phytochemistry 1980, 19, 299.
- (1980) Phytochemistry , vol.19 , pp. 299
- Kaneko, K.¹ Niitsu, K.² Yoshida, N.³ Mitsuhashi, H.⁴

122
- 13044296387
- (b) Tschesche, R.; Schwinum, E. Chem. Ber. 1967, 100, 464.
- (1967) Chem. Ber. , vol.100 , pp. 464
- Tschesche, R.¹ Schwinum, E.²

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