Gold(I)-catalyzed enantioselective bromocyclization reactions of allenes

被引:72
作者
Miles, Dillon H. [1 ]
Veguillas, Marcos [1 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词
INTRAMOLECULAR HYDROAMINATION; ELECTROPHILIC FLUORINATION; EFFICIENT PREPARATION; ORGANOGOLD COMPOUNDS; FACILE SYNTHESIS; CHIRAL ANIONS; ACID; BROMOLACTONIZATION; REACTIVITY; COMPLEXES;
D O I
10.1039/c3sc50811k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective bromocyclization of allenes is accomplished through the use of a chiral dinuclear gold complex and/or chiral phosphate anions in the presence of an N-bromolactam as an electrophilic bromine source. This method provides access to heterocyclic vinyl bromides with an allylic stereocenter in excellent yield and enantioselectivity. These enantioenriched vinyl bromides may serve as a handle for further derivatization via cross-coupling reactions.
引用
收藏
页码:3427 / 3431
页数:5
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