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À propos de : A One-Pot Multicomponent Coupling Reaction for the StereocontrolledSynthesis of (Z)-Trisubstituted Allylic Alcohols        

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  • A One-Pot Multicomponent Coupling Reaction for the StereocontrolledSynthesis of (Z)-Trisubstituted Allylic Alcohols
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  • In this Communication, we outline a new one-pot, multicomponent coupling reaction that allows easy access to (Z)-trisubstituted allylic alcohols. Our strategy is based on E to Z isomerization of the 1-bromo-1-dialkylvinylborane upon reaction with dialkylzinc reagents, and subsequent transmetalation to give (Z)-trisubstituted vinylzinc species. In situ trapping of the reactive vinylzinc intermediates with aldehydes furnished a series of (Z)-trisubstituted allylic alcohols. This method represents a viable alternative to the Still−Gennari modification of the HWE olefination reaction, and it has the advantage that it allows coupling of larger fragments.
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