聚马烯醇类的合成研究：标称环氧非洲烷和其他非洲型倍半萜烯的合成与结构阐明。

Synthetic studies on polymaxenolides: synthesis and structure elucidation of nominal epoxyafricanane and other africane-type sesquiterpenoids.

机构信息

Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.

出版信息

J Org Chem. 2011 Aug 5;76(15):6258-63. doi: 10.1021/jo2010186. Epub 2011 Jul 6.

DOI:10.1021/jo2010186

PMID:21702442

Abstract

A racemic total synthesis of the sesquiterpenoid unit of the hybrid marine natural product polymaxenolide has been achieved based on a three-component assembly followed by ring-closing metathesis as the key steps. However, the spectral data of our product synthesized from Δ(9(15))-africanene by epoxidation were not identical with those of the natural product named epoxyafricanane. The structure confirmation of the synthetic nominal epoxyafricanane is described.

摘要

基于三组分组装，随后进行环 closing metathesis 作为关键步骤，实现了混和海洋天然产物 polymaxenolide 的倍半萜单元的外消旋全合成。然而，我们通过环氧化从Δ(9(15))-非洲烯合成的产物的光谱数据与命名为 epoxyafricanane 的天然产物的光谱数据并不完全相同。本文描述了合成的名义 epoxyafricanane 的结构确证。