N-Acyl-2-benzoxazolinones in titanium-mediated Aldol reactions

被引:10
作者
Burlingame, MA [1 ]
Mendoza, E [1 ]
Ashley, GW [1 ]
机构
[1] Kosan Biosci Inc, Dept Chem, Hayward, CA 94545 USA
关键词
D O I
10.1016/j.tetlet.2004.02.029
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Acyl-2-benzoxazolinones readily form trichlorotitanium enolates that react rapidly with aldehydes to provide crystalline syn-aldol adducts in high yield. The resulting products are simply converted to amides, esters, and thioesters. A simple, economical synthesis of 3-hydroxy-2-methylpentanoate N-propionylcysteamine thioesters based on these findings is presented. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2961 / 2964
页数:4
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