A Concise Atroposelective Formal Synthesis of (-)-Steganone

作者:Yalcouye Boubacar; Choppin Sabine; Panossian Armen; Leroux Frederic R*; Colobert Francoise
来源:European Journal of Organic Chemistry, 2014, 2014(28): 6285-6294.
DOI:10.1002/ejoc.201402761

摘要

We describe herein the atroposelective formal synthesis of (-)-steganone, a parent member of Steganotaenia araliacea dibenzocyclooctadiene lignan lactones. Our synthesis features an atropodiastereoselective biaryl Suzuki-Miyaura cross-coupling reaction with de up to 99% using as a chiral auxiliary an enantiopure and efficiently converted beta-hydroxy sulfoxide derivative.

  • 出版日期2014-10