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Enantioselective Construction of Vicinal Quaternary- Tetrasubstituted Carbon Stereocenters by Copper-Catalyzed Decarboxylative Propargylic Substitution
被引:22
|作者:
You, Yong
[1
]
Li, Ting-Ting
[2
]
Sun, Ting-Jia
[2
]
Zhang, Yan-Ping
[1
,3
]
Wang, Zhen-Hua
[1
]
Zhao, Jian-Qiang
[1
]
Yuan, Wei-Cheng
[1
]
机构:
[1] Chengdu Univ, Inst Adv Study, Innovat Res Ctr Chiral Drugs, Chengdu 610106, Peoples R China
[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China
[3] Chengdu Univ, Sch Pharm, Chengdu 610106, Peoples R China
基金:
中国国家自然科学基金;
关键词:
DRUG DISCOVERY;
ANNULATION;
STRATEGIES;
D O I:
10.1021/acs.orglett.2c03244
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Enantioselective construction of vicinal tetrasubstituted carbon stereocenters is a formidable challenge in organic synthesis. A copper-catalyzed asymmetric decarboxylative propargylic substitution with 3-amino oxindoles as trisubstituted carbon nucleophiles and propargylic cyclic carbonates as tertiary carbon electrophiles was developed. A range of 3-amino-3,3 & PRIME;-disubstituted oxindoles bearing vicinal quaternary-tetrasubstituted carbon stereo centers were obtained in high yields and good to excellent stereoselectivities (up to 98% yield, > 20:1 dr, and 98.5:1.5 er).
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页码:7671 / 7676
页数:6
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