A convenient stereoselective synthesis of (1R,2S,3R,4S)-3-(neopentyloxy)isoborneol

被引：6

作者：

Verdaguer, X ^{[1
]}

Marchueta, I ^{[1
]}

Tormo, J ^{[1
]}

Moyano, A ^{[1
]}

Pericàs, MA ^{[1
]}

Riera, A ^{[1
]}

机构：

[1] Univ Barcelona, Fac Quim, Dept Quim Organ, Unitat Recerca Sintesi Asimetr, E-08028 Barcelona, Spain

来源：

HELVETICA CHIMICA ACTA | 1998年 / 81卷 / 01期

关键词：

D O I：

10.1002/hlca.19980810109

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convenient preparation of(1 R,2S,3R,4S)-3-(neopentyloxy)isoborneol (=(1R,2S,3R,4S)-3-(2,2-dimethylpropoxy)-1,7,7-trimethylbicyclo[2.2.1]; heptan-2-ol; 1a). a valuable chiral auxiliary, is described. The synthesis involves six steps starting from the readily available camphorquinone (5) and gives 1a in 48 % overall yield. The key Step is the chemoselective hydrolysis of the less hindered 1,3-dioxolane moiety in the camphorquinone di-acetal 4.

引用

页码：78 / 84

页数：7

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