Asymmetric synthesis of (+)-iso-6-cassine via stereoselective intramolecular amidomercuration

[摘要] The first asymmetric synthesis of (+)-iso-6-cassine is described. Lipase-catalyzed resolution, enantioselective Overman rearrangement, and diastereoselective intramolecular amidomercuration were used for the installation of the three stereocenters in (+)-iso-6-cassine, and cross-metathesis was employed for the attachment of the side-chain. (C) 2007 Elsevier Ltd. All rights reserved.

[发布日期] 2007-11-19

[关键词] intramolecular amidomercuration;2,6-dialkylpiperidines;2,6-disubstituted 3-piperidinols;double stereodifferentiation;(+)-iso6-cassine