5,10b-乙菲啶骨架中邻位季碳和叔碳立体中心的立体选择性一步构建：（±）-马里替丁的全合成

Stereoselective one-step construction of vicinal quaternary and tertiary stereocenters of the 5,10b-ethanophenanthridine skeleton: total synthesis of (+/-)-maritidine.

作者信息

Pandey Ganesh, Gupta Nishant R, Pimpalpalle Tukaram M

机构信息

Division of Organic Chemistry, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, India.

出版信息

Org Lett. 2009 Jun 18;11(12):2547-50. doi: 10.1021/ol900806m.

DOI:10.1021/ol900806m

PMID:19449836

Abstract

The challenging vicinal quaternary and tertiary stereocenters of the 5,10b-ethanophenanthridine skeleton are created in a single step utilizing intramolecular [3 + 2]-cycloaddition of nonstabilized azomethine ylide as the key step. The application of the chemistry is demonstrated by synthesizing (+/-)-maritidine.

摘要

5,10b-乙菲啶骨架中具有挑战性的邻位季碳和叔碳立体中心是通过分子内[3+2]环加成非稳定甲亚胺叶立德作为关键步骤一步构建而成的。通过合成（±）-马里替丁证明了该化学方法的应用。