Applications of the Baylis-Hillman reaction. 2: A simple stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes

Basavaiah, Deevi ; Sarma, Pakala K. S. ; Bhavani, Anagani K. D. (1994) Applications of the Baylis-Hillman reaction. 2: A simple stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes Journal of the Chemical Society - Section D: Chemical Communication, 1994 (9). pp. 1091-1092. ISSN 0577-6171

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1994...

Related URL: http://dx.doi.org/10.1039/C39940001091

Abstract

Reaction of Grignard reagents with methyl 3-acetoxy-2-methylenealkanoates produces (2E)-2-substituted alk-2-enoates, whereas a similar reaction with 3-acetoxy-2-methylenealkanenitriles provides (2Z)-2-substituted alk-2-enenitriles in high (Z)-stereoselectivity.

Item Type:Article
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