A new diastereoselective aza-allyl conjugate addition-Michael addition-ring closure reaction sequence and its application in the construction of six contiguous stereogenic centres

被引:19
作者
Koutsaplis, Magdaline
Andrews, Philip C. [1 ]
Bull, Steven D.
Duggan, Peter J.
Fraser, Benjamin H.
Jensen, Paul
机构
[1] Monash Univ, Sch Chem, Melbourne, Vic 3800, Australia
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[3] CSIRO Mol Hlth & Technol, Melbourne, Vic 3169, Australia
[4] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
关键词
D O I
10.1039/b707707f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of the sodium anion of (S)-N-(alpha-methylbenzyl)allylamine with two equivalents of tert-butyl cinnamate results in a remarkable tandem aza-allyl conjugate addition-Michael addition-ring closure reaction, resulting in a chiral aminocyclohexane containing six new vicinal stereogenic centres with excellent levels of stereocontrol.
引用
收藏
页码:3580 / 3582
页数:3
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