期刊
ACS CATALYSIS
卷 12, 期 13, 页码 7511-7516出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c02164
关键词
catalytic asymmetric dearomatization; CPA-catalysis; hydrazination; indolenines; aza-quaternary carbon centers
资金
- NSFC [22071147]
- National Key R&D Program of China [2021YFF0701800]
- Shanghai Science and Technology Committee [19JC1410300, 19JC1430100]
In this study, the direct enantioselective synthesis of chiral aza-quaternary carbon indolenines was achieved through catalytic asymmetric strategy, and its potential in drug molecule modification was demonstrated.
Direct enantioselective synthesis of chiral aza-quaternary carbon indolenines through the dearomative electrophilic hydrazination of 2,3-disubstituted indoles has been achieved. This catalytic asymmetric strategy leads to the efficient construction of a series of enantioenriched aza-quaternary carbon indolenines in high yields and excellent stereoselectivities. The synthetic practicality of this reaction has been demonstrated by the enantioselective modification and derivatization of drug molecules. In-situ infrared and density functional theory calculations suggest that our catalytic system could overcome the background reaction to achieve effective enantioselective dearomatization.
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