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Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes
被引:267
作者:
Zhu, Rong
[1
]
Buchwald, Stephen L.
[1
]
机构:
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
基金:
美国国家卫生研究院;
关键词:
HIGHLY EFFICIENT SYNTHESIS;
ABSOLUTE RATE CONSTANTS;
BETA-KETO-ESTERS;
ASYMMETRIC BROMOLACTONIZATION;
STEREOSELECTIVE-SYNTHESIS;
KINETIC CHARACTERISTICS;
OXIDATIVE OXYARYLATION;
ALLYLIC ACYLOXYLATION;
PHOTOREDOX CATALYSIS;
UNACTIVATED ALKENES;
D O I:
10.1021/jacs.5b04821
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
A versatile method for the rapid synthesis of diverse enantiomerically enriched lactones has been developed based on Cu-catalyzed enantioselective radical oxyfunctionalization of alkenes. The scope of this strategy encompasses a series of enantioselective difunctionalization reactions: oxyazidation, oxysulfonylation, oxyarylation, diacyloxylation, and oxyalkylation. These reactions provide straightforward access to a wide range of useful chiral lactone building blocks containing tetrasubstituted stereogenic centers, which are hard to access traditionally.
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页码:8069 / 8077
页数:9
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