Access to P-Stereogenic Phosphinates via N-Heterocyclic Carbene-Catalyzed Desymmetrization of Bisphenols

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• 作者：Zhijian Huang ; Xuan Huang ; Baosheng Li ; Chengli Mou ; Song Yang ; Bao-An Song ; Yonggui Robin Chi
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：June 22, 2016
• 年：2016
• 卷：138
• 期：24
• 页码：7524-7527
• 全文大小：447K
• 年卷期：0
• ISSN：1520-5126

文摘

A carbene-catalyzed desymmetrization of prochiral bisphenol compounds bearing remote P-stereogenic centers is disclosed. The catalytic reactions can be performed on gram scales with 1 mol % N-heterocyclic carbene (NHC) catalyst, providing efficient access to enantiomerically enriched P-stereogenic phosphinates. The chiral phosphinates prepared with our method can find widespread applications as asymmetric organic catalysts and ligands.