Enantioselective Decarboxylative Mannich Reactions of α,β-Unsaturated β′-Ketoacids and Isatin Imines: Application in the Synthesis of Spiro[indoline-3,2′-piperidine]-2,4′-diones

被引:0
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作者
Venugopal, Hrishikesh Devaki Sadanam [1 ]
Pansare, Sunil V. [1 ]
机构
[1] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada
基金
加拿大自然科学与工程研究理事会; 加拿大创新基金会;
关键词
ASYMMETRIC-SYNTHESIS; DERIVATIVES; SPIROOXINDOLES;
D O I
10.1021/acs.orglett.4c04675
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organocatalytic, enantioselective decarboxylative Mannich reactions of alpha,beta-unsaturated beta '-ketoacids and isatin N-Boc imines, to give the corresponding 3-carbamoyl-2-oxindole derivatives, were developed. Subsequent N-deprotection and diastereoselective, intramolecular, aza-Michael reaction of the free amine provides previously unreported spiro[indoline-3,2 '-piperidine]-2,4 '-diones.
引用
收藏
页码:1170 / 1174
页数:5
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