The Palladium-Catalyzed Anti-Markovnikov Hydroalkylation of Allylic Alcohol Derivatives
Organic Letters2012Vol. 15(1), pp. 92–95
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Abstract
A palladium-catalyzed hydroalkylation reaction of protected allylic alcohols using alkylzinc bromide reagents is reported. This account includes numerous allylic, homoallylic, and bishomoallylic alcohol derivatives, all with a uniform selectivity of >20:1 for the anti-Markovnikov product. The reaction features the ability to deliver enantiomerically enriched alcohols in unfunctionalized regions, which results from the catalyst avoiding β-hydride elimination at the allylic position.
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