通过锆介导的从呋喃糖苷中提取氧来合成普罗维登菌素的环丁基呋喃部分。

Synthesis of the cyclobutylfuran sector of providencin via zirconium-mediated oxygen abstraction from a furanoside.

作者信息

White James D, Jana Somnath

机构信息

Department of Chemistry, Oregon State University, Corvallis, Oregon 97331-4003, USA.

出版信息

Org Lett. 2009 Mar 19;11(6):1433-6. doi: 10.1021/ol900152p.

DOI:10.1021/ol900152p

PMID:19243141

Abstract

A portion of the macrocyclic cembrenoid diterpene providencin possessing conjoined cyclobutane and furancarboxylate units was synthesized from D-glucose using deoxygenative ring contraction methodology to construct the tetrasubstituted cyclobutane and a Knoevenagel condensation of glyceraldehyde to fabricate the trisubstituted furan.

摘要

使用脱氧环收缩方法从D-葡萄糖合成了一部分具有相连环丁烷和呋喃羧酸酯单元的大环西松烷二萜原卫矛素，以构建四取代环丁烷，并通过甘油醛的Knoevenagel缩合反应制备三取代呋喃。