Effect of the alpha-methyl substituent on chemoselectivity in esterase-catalyzed hydrolysis of S-acetyl sulfanylalkanoates.

Kumar, Ish and Jolly, R S (1999) Effect of the alpha-methyl substituent on chemoselectivity in esterase-catalyzed hydrolysis of S-acetyl sulfanylalkanoates. Organic letters, 1 (2). pp. 207-9. ISSN 1523-7060

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Abstract

The isomeric compounds 1 and 3, which differ only in the position of a methyl substituent, give opposite chemoselectivities in an esterase-catalyzed hydrolysis reaction. The esterase was chemoselective for the oxoester in 1, but for the thiol ester group in 3. A high enantioselectivity was observed for both 1 and 3.

Item Type: Article
Additional Information: Copyright of this article belongs to ACS.
Subjects: Q Science > QD Chemistry
Depositing User: Dr. K.P.S.Sengar
Date Deposited: 04 Jan 2012 15:00
Last Modified: 10 Apr 2012 11:51
URI: http://crdd.osdd.net/open/id/eprint/313

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