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

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Date
1994-12-01
Authors
Basavaiah, Deevi
Sarma, Pakala K.S.
Bhavani, Anagani K.D.
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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.
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Journal of the Chemical Society, Chemical Communications