Ready access to the 6,8-dioxabicyclo[3.2.1]octane ring system using asymmetric heterocycloaddition induced by a chiral sulfoxide:: application to the total synthesis of the Mus musculus pheromone

被引:15
作者
Hayes, P [1 ]
Maignan, C [1 ]
机构
[1] Fac Sci, ESA 6011, Organ Synth Lab, F-72085 Le Mans 9, France
关键词
D O I
10.1016/S0957-4166(99)00070-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new stereocontrolled total synthesis of the (1R,5S,7R)-exo-6,8-dioxabicycio[3.2.1]oct-3-ene skeleton of the Mus musculus pheromone has been achieved via an asymmetric intermolecular Diels-Alder reaction and an intramolecular conjugated addition, controlled by a chiral auxiliary. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1041 / 1050
页数:10
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