Organic letters

Rhodium-Catalyzed Cross-Coupling Reaction of Arylboronates and Diazoesters and Tandem Alkylation Reaction for the Synthesis of Quaternary α, α-Heterodiaryl …

YT Tsoi, Z Zhou, WY Yu

Index: Tsoi, Yuk-Tai; Zhou, Zhongyuan; Yu, Wing-Yiu Organic Letters, 2011 , vol. 13, # 19 p. 5370 - 5373

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Citation Number: 37

Abstract

A rhodium-catalyzed one-pot three-component coupling reaction was developed for the synthesis of quaternary α, α-heterodiaryl carboxylic esters. This reaction involves cross- coupling of the arylrhodium (I) complexes with α-aryldiazoacetates to form oxa-π- allylrhodium complexes. With KO t Bu and alkyl halides, tandem alkylation of the allyl complex occurs to form a quaternary stereocenter at the carbenic carbon.

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