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. 2017 Aug 18;19(16):4311-4314.
doi: 10.1021/acs.orglett.7b01975. Epub 2017 Aug 8.

Palladium-Catalyzed Alkene Carboalkoxylation Reactions of Phenols and Alcohols for the Synthesis of Carbocycles

Derick R White  1 , Madeline I Herman  1 , John P Wolfe  1
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Palladium-Catalyzed Alkene Carboalkoxylation Reactions of Phenols and Alcohols for the Synthesis of Carbocycles

Derick R White et al. Org Lett. .

Abstract

Intermolecular alkene difunctionalization reactions between terminal alkenes bearing a pendant aryl or alkenyl triflate electrophile and exogenous alcohol or phenol nucleophiles are described. These transformations afford substituted indanyl or alkylidenecyclopentyl ethers in high yield with excellent diastereoselectivity. The transformations proceed through intermolecular capture of an intermediate [Pd(II)-alkene]+[OTf]- complex by the alcohol or phenol nucleophile.

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