Palladium-Catalyzed Enantioselective Addition of Two Distinct Nucleophiles across Alkenes Capable of Quinone Methide Formation

被引:144
作者
Jensen, Katrina H. [1 ]
Pathak, Tejas P. [1 ]
Zhang, Yang [1 ]
Sigman, Matthew S. [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
基金
美国国家卫生研究院;
关键词
INTRAMOLECULAR AMINOOXYGENATION; AEROBIC DIALKOXYLATION; MOLECULAR-OXYGEN; OLEFINS; AMINOHYDROXYLATION; CARBOAMINATION; DIFUNCTIONALIZATION; 2-ALLYLPHENOLS; ACTIVATION; 1,3-DIENES;
D O I
10.1021/ja909030c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A sequential intramolecular-intermolecular enantioselective alkene difunctionalization reaction has been developed which is thought to proceed through Pd-catalyzed quinone methide formation. The synthesis of new chiral heterocyclic compounds with adjacent chiral centers is achieved in enantiomeric ratios up to 99:1 and diastereomeric ratios up to 10:1.
引用
收藏
页码:17074 / +
页数:4
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