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.
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页码：78 / 84
页数：7
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