Nickel(II)-Catalyzed Enantioselective α-Vinylation of β-Keto Amides/Esters with Hypervalent Iodine Salts

作者：Guo, Jing; Lin, Lili; Liu, Yangbin; Li, Xiangqiang; Liu, Xiaohua^*; Feng, Xiaoming^*

来源：Organic Letters, 2016, 18(21): 5540-5543.

DOI：10.1021/acs.orglett.6b02785

• ONE-POT SYNTHESIS
• DIARYLIODONIUM SALTS
• ELECTROPHILIC CARBOFUNCTIONALIZATION
• ALKYNYLIODONIUM SALTS
• IODONIUM SALTS
• ARYLATION
• ARYL
• REAGENTS
• CONSTRUCTION
• CHEMISTRY

The enantioselective alpha-vinylation of beta-keto amides/esters using hypervalent iodine salts has been accomplished via a chiral N,N'-dioxide-nickel(II) complex promoted electrophilic addition and reductive elimination process. A wide range of vinyl-substituted all-carbon quaternary beta-keto amides/esters were obtained in high yields and ee values (up to 99% yield and 99% ee). Moreover, the catalytic system has been applied to the enantioselective alkynylation/arylation of beta-ketoamides with good results.

• 出版日期2016-11-4
• 单位四川大学