Highly (E)-selective Wadsworth-Emmons reactions promoted by methylmagnesium bromide.
An experimentally simple protocol for the very highly (E)-selective Wadsworth-Emmons reaction [(E):(Z) selectivities in excess of 180:1 in some cases] of a range of straight-chain and branched aliphatic, substituted aromatic, and base-sensitive aldehydes via reaction with an alkyl diethylphosphonoacetate and MeMgBr is reported.
Claridge
Timothy D W
TD
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
Davies
Stephen G
SG
Lee
James A
JA
Nicholson
Rebecca L
RL
Roberts
Paul M
PM
Russell
Angela J
AJ
Smith
Andrew D
AD
Toms
Steven M
SM