Asymmetric synthesis of (+)-hirsutene

…, S Venkataraman, RA Ostrander, GZ Sinai…

文献索引：Hua, Duy H.; Venkataraman, S.; Ostrander, Robert A.; Sinai, Gurudas-Z.; McCann, Peggy J.; et al. Journal of Organic Chemistry, 1988 , vol. 53, # 3 p. 507 - 515

全文：HTML全文

被引用次数: 49

摘要

The asymmetric total synthesis of (+)-hirsutene from the regio-and enantioselective 1, 4-y- addition reaction of (-)-(S)-allyl p-tolyl sulfoxide and 2-methyl-2-cyclopentenone is presented. In this total synthesis, a facile ring closure reaction involving enol thioether and enol acetate moieties and the deoxygenation reaction of a highly hindered secondary alcohol via its 2-propanesulfonate were found. An unexpected displacement reaction at ...