A new chemoenzymatic Baylis-Hillman approach for the synthesis of enantiomerically enriched umbelactones

被引:25
|
作者
Kamal, Ahmed [1 ]
Krishnaji, Tadiparthi [1 ]
Reddy, P. Venkat [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Biotransformat Lab, Hyderabad 500007, Andhra Pradesh, India
关键词
Baylis-hillmati; lipase-resolution; ring-closing metathesis;
D O I
10.1016/j.tetlet.2007.07.139
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and convenient strategy for the enantioselective synthesis of enantiomerically enriched umbelactones is described utilizing a lipase-mediated resolution protocol, Baylis-Hillman reaction and ring closing metathesis as key steps. The lipase-resolution is carried out using several lipases from various sources in different solvents to afford the required intermediate 8 in good yield and high enantioselectivity. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7232 / 7235
页数:4
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