Regio- and enantio-selective allylic alkylation catalysed by a chiral monophosphine–palladium complex

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Tamio Hayashi, Motoi Kawatsura and Yasuhiro Uozumi


Abstract

Allylic alkylation of racemic 1-arylprop-2-enyl acetates [ArCH(OAc)CH[double bond, length as m-dash]CH2] with the sodium enolate of dimethyl methylmalonate in the presence of a palladium catalyst coordinated with (R)-2-diphenylphosphino-2′-methoxy-1,1′-binaphthyl [(R)-MeO-MOP] proceeds with high branch selectivity (90%) to give chiral products [ArC*H(Nu)CH[double bond, length as m-dash]CH2] of up to 87% ee.


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