利用周环反应串联简洁合成teucrolivin A的新克罗烷骨架。
Concise synthesis of the neo-clerodane skeleton of teucrolivin A using a pericyclic reaction cascade.
作者信息
Arns Steve, Barriault Louis
机构信息
Department of Chemistry, 10 Marie-Curie, University of Ottawa, Ottawa, Ontario, Canada K1N 6N5.
出版信息
J Org Chem. 2006 Mar 3;71(5):1809-16. doi: 10.1021/jo052052i.
PMID:16496965
Abstract
Herein, we describe the synthesis of advanced intermediate 39 on the path towards the total synthesis of teucrolivin A (3) in 16 steps from commercially available 1,3-cyclohexadiene. We have constructed the trans-decalin core of the natural product 3 as a single diastereomer using a tandem oxy-Cope/Claisen/ene cascade and in doing so have incorporated sufficient functionality to allow completion of the total synthesis.
摘要
在此，我们描述了从市售的1,3 - 环己二烯出发，经16步全合成teucrolivin A（3）过程中高级中间体39的合成。我们使用串联氧杂 - 科普/克莱森/烯串联反应构建了天然产物3的反式十氢化萘核心，使其成为单一非对映异构体，并且在此过程中引入了足够的官能团以完成全合成。
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