钯（II）介导的炔二醇螺缩酮化反应：（-）-头孢菌素内酯E和（+）-头孢菌素内酯F的首次全合成

Pd(II)-mediated alkynediol spiroketalization: first total synthesis of (-)-cephalosporolide E and (+)-cephalosporolide F.

作者信息

Ramana C V, Suryawanshi Sharad B, Gonnade Rajesh G

机构信息

National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, India.

出版信息

J Org Chem. 2009 Apr 3;74(7):2842-5. doi: 10.1021/jo802539z.

DOI:10.1021/jo802539z

PMID:19256465

Abstract

Herein we describe a concise assembly of the central 1,6-dioxaspiro[4.4]nonane core of cephalosporolides E/F by employing a Pd-mediated alkynediol cycloisomerization and their total synthesis. On the basis of spectroscopic data and optical rotation values, the absolute configurations of cephalosporolides E/F were proposed.

摘要

在此，我们描述了通过钯介导的炔二醇环异构化反应简洁地构建头孢菌素E/F的中心1,6-二氧杂螺[4.4]壬烷核心及其全合成。基于光谱数据和旋光值，提出了头孢菌素E/F的绝对构型。