Asymmetric Bronsted Acid-Catalyzed Nazarov Cyclization of Acyclic a-Alkoxy Dienones

被引：41

作者：

Raja, Sadiya ^{[1
]}

Ieawsuwan, Winai ^{[1
]}

Korotkov, Vadim ^{[1
]}

Rueping, Magnus ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2012年 / 7卷 / 10期

关键词：

asymmetric synthesis; Bronsted acids; electrocyclizations; Nazarov reaction; organocatalysis; HIGHLY ENANTIOSELECTIVE SYNTHESIS; CYCLOPENTANOIDS; ACTIVATION;

D O I：

10.1002/asia.201200391

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Bronsted acid-catalyzed asymmetric Nazarov cyclization of acyclic a-alkoxy dienones has been developed. The reaction offers access to chiral cyclopentenones in a highly enantioselective manner. The reaction is complementary to our previously reported Bronsted acid-catalyzed electrocyclization reactions, which provided differently substituted optically active cyclopentenones with a fused tetrahydropyrane ring in good yields and with excellent enantioselectivities.

引用

页码：2361 / 2366

页数：6

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