The first organocatalytic addition of 2-trimethylsilyloxyfuran to carbonyl compounds:: hydrogen-bond catalysis in γ-butenolides synthesis

被引：26
作者：
De Rosa, Margherita [1 ]
Citro, Lucia [1 ]
Soriente, Annunziata [1 ]
机构：
[1] Univ Salerno, Dipartimento Chim, I-84084 Fisciano, Salerno, Italy
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 48期
关键词：
organocatalysis; 2-trimethylsilyloxyfuran; urea-type catalyst; aldehydes addition; solvent-free reactions;
D O I：
10.1016/j.tetlet.2006.09.143
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This letter describes the first example of diastereoselective 'organocatalyzed' synthesis of the butenolide products substituted at the gamma-position by a chain bearing hydroxyl groups. The urea-derivative 4 has proved to be an efficient catalyst for the addition of the commercial TMSOF to carbonyl compounds under solvent-free conditions. The reaction conditions and generality of the procedure have been examined. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8507 / 8510
页数：4
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