Asymmetric Catalytic Enantio- and Diastereoselective Boron Conjugate Addition Reactions of alpha-Functionalized alpha,beta-Unsaturated Carbonyl Substrates

作者：Xie, Jian-Bo^*; Lin, Siqi; Qiao, Shuo; Li, Guigen

来源：Organic Letters, 2016, 18(15): 3926-3929.

DOI：10.1021/acs.orglett.6b01998

• GRIGNARD-REAGENTS
• BOND FORMATION
• ESTERS
• ALCOHOLS
• CONFIGURATION
• DERIVATIVES
• BORYLATION
• REDUCTION
• ALDEHYDES
• SECONDARY

An efficient catalytic system has been established for the asymmetric boron conjugate addition of B(2)pin(2) onto alpha-functionalized (involving C, N, O, and Cl) a alpha,beta-unsaturated carbonyls under mild, neutral conditions involving Cu[(S)-(R)-ppfa]Cl, AgNTf2, and alcohols. The dual additives of AgNTf2 and alcohols were found to play crucial roles for achieving high catalytic activity and enantio- and diastereoselectivity (up to 98% ee and 70:1 dr).

• 出版日期2016-8-5
• 单位南京大学