Studies towards the synthesis of halomon: asymmetric hexafunctionalisation of myrcene

被引：6

作者：

Braddock, D. Christopher ^{[1
]}

Gao, Alison X. ^{[1
]}

White, Andrew J. P. ^{[1
]}

Whyte, Mariko ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 89期

基金：

英国工程与自然科学研究理事会;

关键词：

ENANTIOSELECTIVE SYNTHESIS; DIHYDROXYLATION; BROMONIUM; MONOTERPENES; HALOFUNCTIONALIZATION; HALOGENATION; ALKALOIDS; ALKENES; OLEFINS; SYSTEMS;

D O I：

10.1039/c4cc06234e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel dihydroxylation-dibromination-dihydroxylation sequence employing in situ protection of diols as boronate esters during the dihydroxylation reactions provides the first enantiomerically pure hexafunctionalised myrcene derivative. This concise four-step asymmetric sequence provides an advanced intermediate for the targeted synthesis of halomon via stereospecific transformations, where both stereogenic centres of the natural product have been set.

引用

页码：13725 / 13728

页数：4

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