Asymmetric Synthesis of Stagonolide-D and Stagonolide-G

作者:Mahapatra Tridib; Das Tapas; Nanda Samik*
来源:Bulletin of the Chemical Society of Japan, 2011, 84(5): 511-519.
DOI:10.1246/bcsj.20100197

摘要

First asymmetric synthesis of the naturally occurring epoxy noneolide stagonolide-D has been reported in this article. Ring-closing metathesis (RCM) by Grubbs second generation catalyst, Sharpless asymmetric epoxidation (SAE), and cis-selective Horner-Wadsworth-Emmons (HWE) olefination by Ando method are the key reactions successfully employed to achieve the target molecule in a divergent approach. Structurally related small ring macrolide stagonolide-G has also been synthesized by employing RCM and a metal enzyme combined dynamic kinetic resolution (DKR) strategy starting from (S)-ethyl lactate as a chiral pool.

  • 出版日期2011-5-15