An efficient and rapid chalcogenide-Morita-Baylis-Hillman process promoted by TBDMSOTf and a thiolane

被引:19
作者
Rao, Jamjanam Srivardhana
Briere, Jean-Francois
Metzner, Patrick
Basavaiah, Deevi
机构
[1] Univ Caen, ENSI, CNRS, UMR 6507,Lab Chim Mol & Thioorga, F-14050 Caen, France
[2] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
关键词
chalcogenide-Morita-Baylis-Hillman; TBDMSOTf; sulfide; enone; acetal;
D O I
10.1016/j.tetlet.2006.03.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ability of the combination of sulfide/TBDMSOTf to promote a chalcogenide-Morita-Baylis-Hillman reaction is reported. The original Michael-Mukaiyama-retroaldol sequence took place and furnished the MBH adducts from the corresponding enones and acetals. This one step process could be performed smoothly at low temperatures (-20 to -50 degrees C) and is rapidly completed within a few hours. (c) 2006 Elsevier Ltd. All rights reserved.
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页码:3553 / 3556
页数:4
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