TMSOTf-catalyzed stereoselective isomerization of acetates of the Baylis-Hillman adducts

Basavaiah, Deevi ; Muthukumaran, Kannan ; Sreenivasulu, Bandaru (2000) TMSOTf-catalyzed stereoselective isomerization of acetates of the Baylis-Hillman adducts Synthesis, 2000 (4). pp. 545-548. ISSN 0039-7881

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Official URL: http://www.thieme-connect.com/ejournals/abstract/s...

Related URL: http://dx.doi.org/10.1055/s-2000-6372

Abstract

TMSOTf-catalyzed isomerization of acetates of the Baylis - Hillman adducts, i.e. methyl 3-acetoxy-3-aryl-2-methylenepropanoates and 3-acetoxy-3-aryl-2-methylenepropanenitriles providing methyl (2E)-2-(acetoxymethyl)-3-arylprop-2-enoates and (2E)-2-(acetoxymethyl)-3-arylprop-2-enenitriles, respectively, is described.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers Inc.
Keywords:Baylis-Hillman Reaction; Trimethylsilyl Trifluoromethanesulfonate; Isomerization; Stereoselectivity; 1,2-interaction
ID Code:3931
Deposited On:18 Oct 2010 09:24
Last Modified:18 Oct 2010 09:24

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