Methods for the synthesis of chiral sulfur heterocycles and their application in the asymmetric Baylis–Hillman reactions

…, R Gurubrahamam, GP Muthukumaragopal

文献索引：Periasamy, Mariappan; Gurubrahamam, Ramani; Muthukumaragopal, Gopal P. Tetrahedron Asymmetry, 2013 , vol. 24, # 9-10 p. 568 - 574

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被引用次数: 7

摘要

Enantiomerically pure (2S, 6S)-2, 6-diphenyltetrahydro-2H-thiopyran,(2S)-2- phenyltetrahydro thiophene, and (2S)-2-phenyltetrahydro-2H-thiopyran were prepared in 70– 72% yields and with 86–99% ee via cyclization of the corresponding dimesylate in an SN2 cyclization reaction using sodium sulfide nonahydrate. The results on the application of various chiral sulfides in asymmetric Baylis–Hillman reactions are also described.