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
收藏
页码：2361 / 2366
页数：6
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