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非对映选择性室温钯催化芳基扁桃酸衍生物的α-芳基化和乙烯基化反应

Diastereoselective room-temperature Pd-catalyzed alpha-arylation and vinylation of arylmandelic acid derivatives.

作者信息

Jiang Lei, Weist Stefan, Jansat Susanna

机构信息

Institute of Chemical Research of Catalonia (ICIQ), Av. Paisos Catalans 16, 43007 Tarragona, Spain.

出版信息

Org Lett. 2009 Apr 2;11(7):1543-6. doi: 10.1021/ol900131q.

Abstract

Palladium-catalyzed alpha-arylation and vinylation of dioxolane (S,S)-I, easily obtained from (S)-mandelic acid, proceeds with high yields and excellent diastereoselectivity at room temperature employing commercially available P(t-Bu)(3).HBF(4) and Pd(OAc)(2) as a catalytic precursor system. This method displays general utility for a large variety of aryl, heteroaryl, and vinyl bromides.

摘要

钯催化的二氧戊环(S,S)-I的α-芳基化和乙烯基化反应,(S,S)-I可轻松由(S)-扁桃酸制得,在室温下使用市售的三(叔丁基)膦四氟硼酸盐和醋酸钯作为催化前体体系,该反应能以高产率和优异的非对映选择性进行。此方法对多种芳基、杂芳基和乙烯基溴化物均具有普遍适用性。

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