长春罗醇全碳环骨架的合成。

Synthesis of the complete carbocyclic skeleton of vinigrol.

作者信息

Gentric Lionel, Hanna Issam, Ricard Louis

机构信息

Laboratoire de Synthèse Organique associé au CNRS, Ecole Polytechnique, F-91128 Palaiseau Cedex, France.

出版信息

Org Lett. 2003 Apr 3;5(7):1139-42. doi: 10.1021/ol034217k.

DOI:10.1021/ol034217k

PMID:12659593

Abstract

[reaction: see text] An efficient entry to the fully elaborated skeleton of vinigrol is described. The installation of the desired stereochemistry at C(12) and the construction of the eight-membered ring were achieved in one operation by a remarkably facile anionic oxy-Cope rearrangement of Z-isopropenyl isomer 24.

摘要

[反应：见正文] 描述了一种有效构建维尼格罗尔完全精细骨架的方法。通过Z-异丙烯基异构体24的极为简便的阴离子氧杂-Cope重排，一步实现了C(12)所需立体化学的安装以及八元环的构建。