Enantioselective Rh(I)-Catalyzed Addition of Arylboronic Acids to Cyclic Ketimines

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• 作者：Jongrock Kong ; Mark McLaughlin ; Kevin Belyk ; Ryan Mondschein
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：November 20, 2015
• 年：2015
• 卷：17
• 期：22
• 页码：5520-5523
• 全文大小：364K
• ISSN：1523-7052

文摘

A method for the enantioselective synthesis of chiral 伪-tertiary amines via Rh-catalyzed 1,2-addition of arylboronic acids to cyclic ketimines is described. The products are efficiently accessed in good yields and excellent enantioselectivities using a commercially available chiral ligand. The reaction scope includes vinyl, aryl, and heteroarylboronic acids with yields ranging from 40% to 99% and enantiomeric excesses from 88% to 99%. Conversion of an addition product into an 伪,伪-diaryl-substituted amino acid is also demonstrated.