Solid-State Photochemistry: Absolute Asymmetric β-Thiolactam Synthesis from Achiral N , N -Dibenzyl-α,β-unsaturated Thioamides

Author:

Sakamoto Masami,Takahashi Masaki,Arai Wataru,Mino Takashi,Yamaguchi Kentaro,Watanabe Shoji,Fujita Tsutomu

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference13 articles.

1. (a) Scheffer, J. R.; Garcia-Garibay, M.; Nalamasu, O. Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York and Basel, 1987; Vol. 8, pp 249. (b) Gamlin, J. N.; Jones, R.; Leibovitch, M.; Patrick, B.; Scheffer, J. R.; Trotter, J. Acc. Chem. Res.1996, 29, 203. (c) Ramamurthy, V.; Venkatesan, K. Chem. Rev.1987, 87, 433. (d) Venkatesan, K.; Ramamurthy, V. Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991, p 133. (e) Ito, Y. Synthesis1998, 1.

2. (a) Addadi, L.; Lahav, M. Origin of Optical Activity in Nature; Walker, D. C., Ed.; Elsevier: New York, 1979; Chapter 14. (b) Green, B. S.; Lahav, M.; Rabinovich, D. Acc. Chem. Res.1979, 69, 191.

3. For reviews, see (a) Hasegawa, M. Chem. Rev.1983, 83, 507. (b) Ramamurthy, V. Tetrahedron1986, 42, 5753. (c) Scheffer, J. R.; Garcia-Garibay, M.; Nalamasu, O. Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York and Basel, 1987, Vol. 8, pp 249. (d) Ramamurthy, V.; Venkatesan, K. Chem. Rev.1987, 87, 433. (e) Sakamoto, M. Chem. Eur. J.1997, 3, 684.

4. (a) Cohen, M. D.; Schmidt, G. M. J. J. Chem. Soc.1964, 1969. (b) Schmidt, G. M. J. Pure Appl. Chem.1971, 27, 647.

5. (a) Elgavi, A.; Green, B. S.; Schmidt, G. M. J. J. Am. Chem. Soc.1973, 95, 2058. (b) Hasegawa, M.; Chung, C.-M.; Murro, N.; Maekawa, Y. J. Am. Chem. Soc.1990, 112, 5676. (c) Chung, C.-M.; Hasegawa, M. J. Am. Chem. Soc.1991, 113, 7311. (d) Suzuki, T.; Fukushima, T.; Yamashita, Y.; Miyashi, T. J. Am. Chem. Soc.1994, 116, 2793.

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