Applications of the Baylis-Hillman adducts in organic synthesis: a facile synthesis of [E]-α-cyanocinnamyl alcohols and [E]-α-cyanocinnamic aldehydes

Basavaiah, Deevi ; Kumaragurubaran, Nagaswamy ; Padmaja, Kisari (1999) Applications of the Baylis-Hillman adducts in organic synthesis: a facile synthesis of [E]-α-cyanocinnamyl alcohols and [E]-α-cyanocinnamic aldehydes Synlett, 1999 (10). pp. 1630-1632. ISSN 0936-5214

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

Related URL: http://dx.doi.org/10.1055/s-1999-2893

Abstract

Aqueous sulfuric acid mediated transformation of the Baylis-Hillman adducts, i.e. 3-aryl-3-hydroxy-2-methylenepropanenitriles, into [E]-α-cyanocinnamyl alcohols and subsequent oxidation with PCC leading to the formation of stereochemically pure [E]-α-cyanocinnamic aldehydes, which represents an efficient alternative route to the Knoevenagel condensation reaction, is described.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers Inc.
Keywords:Baylis-Hillman Reaction; [E]-α-cyanocinnamyl Alcohols; [E]-α-cyanocinnamic Aldehydes; Isomerization; Oxidation
ID Code:3958
Deposited On:13 Oct 2010 07:09
Last Modified:13 Oct 2010 07:09

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