Asymmetric Synthesis of cis-3,4-Dihydrocoumarins via [4+2] Cycloadditions Catalyzed by Amidine Derivatives

作者：Jin, Jing-Hai; Li, Xiang-Yu; Luo, Xiaoyan; Fossey, John S.; Deng, Wei-Ping^*

来源：Journal of Organic Chemistry, 2017, 82(10): 5424-5432.

DOI：10.1021/acs.joc.7b00367

• O-QUINONE METHIDES
• ALPHA,BETA-UNSATURATED CARBOXYLIC-ACIDS
• ACYL TRANSFER CATALYST
• ENANTIOSELECTIVE SYNTHESIS
• KINETIC RESOLUTION
• ACTIVATION STRATEGY
• DIHYDROCOUMARINS
• LACTONIZATION
• CYCLIZATION
• ALPHA

A highly efficient chiral amidine derivative-catalyzed tandem Michael addition/lactonization of carboxylic acids and o-quinone methides (o-QMs) has been developed that enables the asymmetric synthesis of cis-3,4-dihydrocoumarins bearing contiguous tertiary stereogenic centers in high yields with excellent stereoselectivities.

• 出版日期2017-5-19
• 单位华东理工大学