Total synthesis of aculeatins A and B via a tethered oxa-Michael approach

被引:51
作者
Chandrasekhar, S. [1 ]
Rambabu, Ch. [1 ]
Shyamsunder, T. [1 ]
机构
[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
aculeatin; marouka allylation; oxa-michael reaction; spirocyclic natural products;
D O I
10.1016/j.tetlet.2007.05.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled total synthesis of aculeatins A and B has been achieved in eight steps and in 15% overall yield. The key feature of this synthetic approach is the application of a Marouka allylation and tethered intrarmolecular oxa-Michael reaction to install the required stereocentres on the tetrahydropyran ring. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4683 / 4685
页数:3
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