Tandem intermolecular - Intramolecular carbolithiation: A versatile method for synthesis of cyclopentanes

Angewandte Chemie - International Edition

Volumn 39, Issue 2, 2000, Pages 409-412

  Wei, Xudong ^a   Taylor, Richard J K ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

Annelations; Carbolithiations; Cycloadditions; Cyclopentanes; Domino reactions

Indexed keywords

CYCLOPENTANE DERIVATIVE;

ARTICLE; CYCLIZATION; MOLECULAR INTERACTION; PROTON TRANSPORT; REACTION ANALYSIS; SYNTHESIS;

EID: 0034677044     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000117)39:2<409::AID-ANIE409>3.0.CO;2-U     Document Type: Article

References (43)

1. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
2. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
3. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
4. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744-2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
5. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
6. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522-523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
7. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
8. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523- 7526, and references therein.
9. Intermolecular carbolithiation: a) L. F. Cason, H. G. Brooks, J. Org. Chem. 1954, 19, 1278-1282; b) D. J. Peterson, J. Org. Chem. 1966, 31, 950-954; c) H. Felkin, G. Swierczewski, A. Tambute, Tetrahedron Lett. 1969, 707-710; d) G. Köbrich, I. Stöber, Chem. Ber. 1970, 103, 2744- 2753; e) J. K. Crandall, A. C. Clark, J. Org. Chem. 1972, 37, 4236-4242; f) B. Harirchian, P. Magnus, J. Chem. Soc. Chem. Commun. 1977, 522- 523; g) S. Raucher, G. A. Koolpe, J. Org. Chem. 1978, 43, 4252-4253; h) S. Klein, I.Marek, J.-F. Normant, J. Org. Chem. 1994, 59, 2925-2926; S. Norsikian, I. Marek, J.-F. Normant, Tetrahedron Lett. 1997, 38, 7523-7526, and references therein.
10. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
11. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
12. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
13. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
14. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
15. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788-4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
16. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
17. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
18. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
19. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
20. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
21. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
22. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang-Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
23. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
24. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
25. Intramolecular carbolithiation: a) V. N. Drozd, Yu. A. Ustynyuk, M. A. Tsel'eva, L. B. Dmitriev, J. Gen. Chem. USSR 1969, 39, 1991-1996; b) J. St. Denis, T. Dolzine, J. P. Oliver, J. Am. Chem. Soc. 1972, 94, 8260-8261; c) M. J. Smith, S. E. Wilson, Tetrahedron Lett. 1981, 22, 4615-4168; d) A. Krief, P. Barbeaux, J. Chem. Soc. Chem. Commun. 1987, 1214-1215; e) A. Krief, B. Kenda, B. Remacle, Tetrahedron 1996, 52, 7435-7463, and references therein; f) A. R. Chamberlin, S. H. Bloom, L. A. Cervini, C. H. Fotsch, J. Am. Chem. Soc. 1988, 110, 4788- 4796; g) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, T. V. Ovaska, K. Rossi, Y. Thiel, K. B. Wiberg, J. Am. Chem. Soc. 1991, 113, 5720-5727, and references therein; h) W. F. Bailey, T. V. Ovaska, J. Am. Chem. Soc. 1993, 115, 3080-3090; i) T. V. Ovaska, R. R. Warren, C. E. Lewis, N. Wachter-Jurcsak, W. F. Bailey, J. Org. Chem. 1994, 59, 5868-5870; j) W. F. Bailey, M. W. Carson, J. Org. Chem. 1998, 63, 9960-9967, and references therein; k) E. Lorthois, I. Marek, J.-F. Normant, Tetrahedron Lett. 1996, 37, 6693-6694; I. Coldham, R. Hufton, D. J. Snowden, J. Am. Chem. Soc. 1996, 118, 5322-5323; I. Coldham, M. M. S. Lang- Anderson, R. E. Rathmell, D. J. Snowden, Tetrahedron Lett. 1997, 38, 7621-7624, and references therein; m) M. J. Woltering, R. Frölich, D. Hoppe, Angew. Chem. 1997, 109, 1804-1805; Angew. Chem. Int. Ed. Engl. 1997, 36, 1764-1766; M. Oestreich, D. Hoppe, Tetrahedron Lett. 1999, 40, 1881-1884, and references therein.
26. Tandem intramolecular carbolithiation: a) W. F. Bailey, K. Rossi, J. Am. Chem. Soc. 1989, 111, 765-766; b) A. Krief, P. Barbeaux, Tetrahedron Lett. 1991, 32, 417-420; c) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, J. Am. Chem. Soc. 1992, 114, 8053-8060; d) W. F. Bailey, T. V. Ovaska, Chem. Lett. 1993, 819-820.
27. Tandem intramolecular carbolithiation: a) W. F. Bailey, K. Rossi, J. Am. Chem. Soc. 1989, 111, 765-766; b) A. Krief, P. Barbeaux, Tetrahedron Lett. 1991, 32, 417-420; c) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, J. Am. Chem. Soc. 1992, 114, 8053-8060; d) W. F. Bailey, T. V. Ovaska, Chem. Lett. 1993, 819-820.
28. Tandem intramolecular carbolithiation: a) W. F. Bailey, K. Rossi, J. Am. Chem. Soc. 1989, 111, 765-766; b) A. Krief, P. Barbeaux, Tetrahedron Lett. 1991, 32, 417-420; c) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, J. Am. Chem. Soc. 1992, 114, 8053-8060; d) W. F. Bailey, T. V. Ovaska, Chem. Lett. 1993, 819-820.
29. Tandem intramolecular carbolithiation: a) W. F. Bailey, K. Rossi, J. Am. Chem. Soc. 1989, 111, 765-766; b) A. Krief, P. Barbeaux, Tetrahedron Lett. 1991, 32, 417-420; c) W. F. Bailey, A. D. Khanolkar, K. Gavaskar, J. Am. Chem. Soc. 1992, 114, 8053-8060; d) W. F. Bailey, T. V. Ovaska, Chem. Lett. 1993, 819-820.
30. a) X. Wei, R. J. K. Taylor, Chem. Commun. 1996, 187-188;
31. b) X. Wei, R. J. K. Taylor, Tetrahedron Lett. 1996, 37, 4209-4210;
32. c) X. Wei, R. J. K. Taylor, Tetrahedron: Asymmetry 1997, 8, 665-668;
33. d) X. Wei, R. J. K. Taylor, Tetrahedron Lett. 1997, 38, 6467-6470.
34. a) W. F. Bailey, E. R. Punzalan, J. Org. Chem. 1990, 55, 5404-5406;
35. b) E. I. Negishi, D. R. Swanson, C. J. Rousset, J. Org. Chem. 1990, 55, 5406-5409, and references therein;
36. c) A. Krief, A. Nazih, M. Hobe, Tetrahedron Lett. 1995, 36, 8111-8114, and references therein.
37. For lead references, see T. Hudlicky, J. D. Price, Chem. Rev. 1989, 89, 1467-1486; F. Neumann, C. Lambert, P. von R. Schleyer, J. Am. Chem. Soc. 1998, 120, 3357-3370. For a review of tandem processes, see L. F. Tietze, U. Beifuss, Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
38. For lead references, see T. Hudlicky, J. D. Price, Chem. Rev. 1989, 89, 1467-1486; F. Neumann, C. Lambert, P. von R. Schleyer, J. Am. Chem. Soc. 1998, 120, 3357-3370. For a review of tandem processes, see L. F. Tietze, U. Beifuss, Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
39. For lead references, see T. Hudlicky, J. D. Price, Chem. Rev. 1989, 89, 1467-1486; F. Neumann, C. Lambert, P. von R. Schleyer, J. Am. Chem. Soc. 1998, 120, 3357-3370. For a review of tandem processes, see L. F. Tietze, U. Beifuss, Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
40. For lead references, see T. Hudlicky, J. D. Price, Chem. Rev. 1989, 89, 1467-1486; F. Neumann, C. Lambert, P. von R. Schleyer, J. Am. Chem. Soc. 1998, 120, 3357-3370. For a review of tandem processes, see L. F. Tietze, U. Beifuss, Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-163.
41. Synthesis of 1-iodo-4-phenyl-3-butene: J. P. McCormick, A. S. Fitterman, D. L. Barton, J. Org. Chem. 1981, 46, 4708-4712. The other iodide precursors were obtained from the corresponding alcohols by the method of G. L. Lange, C. Gottardo, Synth. Commun. 1990, 20, 1473- 1479.
42. Synthesis of 1-iodo-4-phenyl-3-butene: J. P. McCormick, A. S. Fitterman, D. L. Barton, J. Org. Chem. 1981, 46, 4708-4712. The other iodide precursors were obtained from the corresponding alcohols by the method of G. L. Lange, C. Gottardo, Synth. Commun. 1990, 20, 1473-1479.
43. For a recent review of enantioselective carbometalations of unactivated olefins, see I. Marek, J. Chem. Soc. Perkin Trans. 1 1999, 535-544.