Asymmetric Synthesis of Triarylmethanes by Rhodium-Catalyzed Enantioselective Arylation of Diarylmethylamines with Arylboroxines

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• 作者：Yinhua Huang ; Tamio Hayashi
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：June 24, 2015
• 年：2015
• 卷：137
• 期：24
• 页码：7556-7559
• 全文大小：348K
• ISSN：1520-5126

文摘

The reaction of racemic diarylmethylamines, (Ar¹Ar²CHNR₂), where Ar¹ is substituted with a 2-hydroxy group, with arylboroxines (Ar³BO)₃ in the presence of a chiral diene-rhodium catalyst gave high yields of chiral triarylmethanes (Ar¹Ar²CH*Ar³) with high enantioselectivity (up to 97% ee). The reaction is assumed to proceed through o-quinone methide intermediates which undergo Rh-catalyzed asymmetric 1,4-addition of the arylboron reagents.