High-pressure transesterification of sterically hindered esters

TETRAHEDRON LETTERS

卷:53

Article

Romanski, Jan¹  Nowak, Piotr¹  Kosinski, Krzysztof¹  Jurczak, Janusz¹ 

[1] Warsaw Univ, Dept Chem, PL-02093 Warsaw, Poland

关键词: Transesterification;    High pressure;    Sterically hindered alcohols;    Amino acid esters;    Racemization;   

DOI  :  10.1016/j.tetlet.2012.07.094

来源: Elsevier

【 摘 要 】

A mild, rapid, and efficient method for the solvolysis of sterically hindered esters under high pressure is described. Transesterification is carried out in the presence of DBU at room temperature and at a pressure of 10 kbar to give quantitative conversions within short reaction times. The substrates examined included aromatic and aliphatic esters of sterically hindered alcohols and phenols. An optically pure benzyl ester of phenylalanine was chosen to study racemization of the amino acid esters under high-pressure reaction conditions. (c) 2012 Elsevier Ltd. All rights reserved.

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