An Effective Hydrolysis of Crowded Chiral Esters

Jan Vávra; Ludvík Streinz; Petr Vodička; Milo Buděšínský; Bohumír Koutek

doi:10.1055/s-2002-34873

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Synlett 2002(11): 1886-1888
DOI: 10.1055/s-2002-34873

LETTER

An Effective Hydrolysis of Crowded Chiral Esters

Jan Vávra, Ludvík Streinz*, Petr Vodička, Milo Buděšínský, Bohumír Koutek
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic
e-Mail: streinz@uochb.cas.cz;

Further Information

Publication History

Received 12 July 2002
Publication Date:
21 October 2002 (online)

Abstract
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Abstract

Trifluoromethanesulfonic acid-coated silica in the absence of solvents is an effective reagent for hydrolysis of sterically crowded chiral esters giving chiral acids in good chemical and optical yield. On the other hand, the method was unsuitable for the separation of optically pure alcohols from chiral esters because dehydration usually takes place during the reaction course.

Key words

silica - hydrolysis - chiral - catalysis - trifluoromethanesulfonic acid

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