Synthesis of fully functionalized aglycone of lycoperdinoside A and B

被引：9

作者：

Chandrasekhar, Balla ^{[1
]}

Athe, Sudhakar ^{[1
]}

Reddy, P. Purushotham ^{[1
]}

Ghosh, Subhash ^{[1
]}

机构：

[1] CSIR Indian Inst Chem Technol, Organ & Biomol Chem Div, Hyderabad, Andhra Pradesh, India

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 01期

关键词：

D O I：

10.1039/c4ob01716a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This article reported the synthesis of fully functionalized aglycone of lycoperdinoside A and B. Pd-catalyzed Stille-Migita cross coupling between E-vinyl iodide 6 and E-vinyl stannane 23 established the highly substituted E,E-diene unit present in lycoperdinoside A and B. The other two Z-olefins present in the molecule were introduced by means of cis-selective Horner-Wadsworth-Emmons reaction with Still-Gennari phosphonate. Evans syn- and anti-aldol reactions were utilized to fix six of the seven stereo centres present in the aglycone.

引用

页码：115 / 124

页数：10

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