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Allylic alcohols cross-coupling with alkenes

Homoallyl bromide 314, prepared from readily available non-racemic ester 313, was converted to the Grignard reagent, which reacted with non-racemic epoxide, derived from D-maUc acid, to afford the alcohol 305. Ozonolysis of the alkene gave a ketone, which was converted into enol tri-flate 316. Ni-catalyzed cross coupling with trimethylsilylmethyl magnesium chloride afforded the allyl silane, which was converted into the allyl stan-nane 317. The asymmetric allylation of 313 with 317 provided 304 with a ration of 8.5 1. Methyl etherification and oxidative cleavage of exo-methylene... [Pg.196]

See other pages where Allylic alcohols cross-coupling with alkenes is mentioned: [Pg.17]    [Pg.15]    [Pg.375]    [Pg.118]    [Pg.616]    [Pg.266]    [Pg.286]    [Pg.212]    [Pg.203]    [Pg.375]    [Pg.184]    [Pg.212]    [Pg.301]    [Pg.467]    [Pg.265]    [Pg.103]    [Pg.1027]    [Pg.96]    [Pg.451]    [Pg.128]    [Pg.322]    [Pg.27]    [Pg.310]    [Pg.305]    [Pg.86]    [Pg.263]    [Pg.306]   


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Alcohols coupling

Alkene alcohols

Alkenes allylic

Allylation cross-coupling

Allylic coupling

Coupling with alkenes

Couplings alkenes

Cross alkene

Cross-coupling alkenes

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