A Catalytic Asymmetric Electrocyclization-Protonation Reaction

被引:107
作者
Rueping, Magnus [1 ]
Ieawsuwan, Winai [1 ]
机构
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany
关键词
Bronsted acids; cascade reaction; cyclopentenone; domino reaction; Nazarov reaction; organic catalysis; CHIRAL BRONSTED ACID; TANDEM NAZAROV CYCLIZATION; FRIEDEL-CRAFTS REACTION; SILYL ENOL ETHERS; ENANTIOSELECTIVE PROTONATION; TRANSFER HYDROGENATION; MANNICH REACTION; METAL-FREE; REDUCTION; CASCADE;
D O I
10.1002/adsc.200800623
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The first enantioselective Bronsted acid-catalyzed electrocyclization-protonation reaction has been developed which provides a number of different cyclopentenones in good yields and with high enantioselectivities. The stereodetermining step of this asymmetric Nazarov cyclization reaction is an asymmetric Bronsted acid-catalyzed kinetic protonation.
引用
收藏
页码:78 / 84
页数:7
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