Asymmetric synthesis of (R)-sulcatol

被引:20
作者
Davies, SG
Smyth, GD
机构
[1] Dyson Perrins Laboratory, University of Oxford, Oxford OX1 3QY, South Parks Road
关键词
D O I
10.1016/0957-4166(96)00103-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The insect pheromone (R)-sulcatol, 2-hydroxy-6-methylhept-5-ene, is synthesised via a stereoselective conjugate addition of (R)-lithium N,alpha-dimethylbenzylamide to tert-butyl (E,E)-hexa-2,4-dienoate, Grignard addition, and stereospecific Meisenheimer rearrangement. Hydrogenation of the olefin, dehydration of the tertiary alcohol and N-O bond cleavage complete the synthesis. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:1005 / 1006
页数:2
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