A mild and selective method for the hydrolysis of esters with trimethyltin hydroxide

被引:314
作者
Nicolaou, KC
Estrada, AA
Zak, M
Lee, SH
Safina, BS
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
关键词
D O I
10.1002/anie.200462207
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Mild, selective, and efficient: A new method that involves the use of trimethyltin hydroxide for the hydrolysis of specific ester groups allows chemists to steer clear of unwanted elimination reactions and epimerizations. For example, the conversion of ester 1 into carboxylic acid 2 takes place under mild conditions, with nearly complete retention of stereochemical integrity. 1,2-DCE = 1,2-dichloroethane. © 2005 Wiley-VCH Verlag GmbH & Co, KGaA, Weinheim.
引用
收藏
页码:1378 / 1382
页数:5
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