Catalytic Asymmetric Synthesis of 3,4′-Piperidinoyl Spirooxindoles via [3+3] Annulation of 3-Aminobenzofurans and Isatin-Derived Enals

被引：4
|
作者：
Li, Lesong [1 ,2 ]
Li, Congyang [1 ,2 ]
Zhang, Shuting [1 ,2 ]
Wang, Xuerui [1 ,2 ]
Fu, Peng [1 ,2 ,3 ]
Wang, Yang [1 ,2 ,3 ]
机构：
[1] Ocean Univ China, Mol Synth Ctr, Sch Med & Pharm, Chinese Minist Educ, Qingdao 266003, Peoples R China
[2] Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Qingdao 266003, Peoples R China
[3] Laoshan Lab, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 07期
基金：
中国国家自然科学基金;
关键词：
MICHAEL ADDITION; ACCESS; CONSTRUCTION; OXINDOLES; PRINCIPLE; SCAFFOLDS;
D O I：
10.1021/acs.joc.4c00046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chiral NHC-catalyzed [3 + 3] cycloaddition reaction of 3-aminobenzofurans with isatin-derived enals has been documented, furnishing 3,4 ' -piperidinoyl spirooxindoles bearing a quaternary stereocenter with good yields and excellent enantioselectivities. Further gram-scale preparation and synthetic transformation of the cycloadducts to delta-amino acid derivative demonstrated good practicality and applicability of this reaction.
引用
收藏
页码：5170 / 5180
页数：11
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