Asymmetric Mannich Reaction and Construction of Axially Chiral Sulfone-Containing Styrenes in One Pot from alpha-Amido Sulfones Based on the Waste-Reuse Strategy

作者：Li, Dongmei; Tan, Yu; Peng, Lei; Li, Shan; Zhang, Nan; Liu, Yidong; Yan, Hailong^*

来源：Organic Letters, 2018, 20(16): 4959-4963.

DOI：10.1021/acs.orglett.8b02087

• CATION-BINDING CATALYSIS
• PHASE-TRANSFER CATALYSTS
• AZA-HENRY REACTION
• HIGHLY ENANTIOSELECTIVE SYNTHESIS
• BETA-AMINO ESTERS
• N-BOC-IMINES
• CINCHONA ALKALOIDS
• IN-SITU
• ORGANIC-SYNTHESIS
• ATOM ECONOMY

A simultaneous asymmetric Mannich reaction and the construction of axially chiral sulfone-containing styrenes in one pot from alpha-amido sulfones based on the waste-reuse strategy was demonstrated. A series of chiral beta-amino diesters and axially chiral sulfone-containing styrenes with various functional groups were synthesized in good to excellent yields and enantioselectivities under mild conditions. In addition, this protocol has been successfully applied to synthesize the anti-HIV drug Maraviroc and chiral trichloro derivatives.

• 出版日期2018-8-17
• 单位重庆大学