文献类型：期刊文献

英文题名：Catalytic asymmetric michael reactions of α,β-unsaturated ketones with sulfonyl-containing nucleophiles: Chiral synthesis of (R)-muscone and (S)-celery ketone

作者：Sun, Xiaomin[1]; Yu, Feng[1]; Ye, Tingting[1]; Liang, Xinmiao[1]; Ye, Jinxing[1]

机构：[1] Engineering Research Center of Pharmaceutical Process Chemistry, East China University of Science and Technology, Ministry of Education, 130 Meilong Road, Shanghai 200237, China

年份：2011

卷号：17

期号：2

起止页码：430

外文期刊名：Chemistry - A European Journal

收录：EI(收录号：20110213580473)

语种：英文

外文关键词：Nucleophiles - Sulfur - Stereochemistry - Addition reactions - Catalysis - Enantioselectivity

摘要：An amine worth its salt: A highly enantioselective Michael addition reaction of α,β-unsaturated ketones with the sulfonyl-containing nucleophiles bis(phenylsulfonyl)methane and 1-(phenylsulfonyl)propan-2-one, catalyzed by a chiral primary amine salt, has been developed and gives excellent enantioselectivities (see scheme). The methodology has successfully demonstrated its synthetic utility in the chiral synthesis of (R)-muscone and (S)-celery ketone. ? 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.