Catalytic Enantioselective Nazarov Cyclization: Construction of Vicinal All-Carbon-Atom Quaternary Stereocenters

被引：102
作者：
Jolit, Anais [1 ]
Walleser, Patrick M. [1 ]
Yap, Glenn P. A. [2 ]
Tius, Marcus A. [1 ,3 ]
机构：
[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
[2] Univ Delaware, Dept Chem & Biochem, Brown Lab 236, Newark, DE 19716 USA
[3] Univ Hawaii, Ctr Canc, Honolulu, HI 96813 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 24期
关键词：
asymmetric catalysis; chiral Bronsted acids; Nazarov cyclization; quaternary stereocenters; CHIRAL BRONSTED ACIDS; ELECTROCYCLIZATION; CYCLOPROPANATION; REARRANGEMENT; SUBSTITUTION; ALKYLATION; ACTIVATION; REACTIVITY;
D O I：
10.1002/anie.201403587
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The diastereoselective asymmetric synthesis of vicinal all-carbon-atom quaternary stereocenters is a challenging problem in organic synthesis for which only few solutions have been described. A catalytic asymmetric Nazarov cyclization of fully substituted dienones that provides cyclopentenone derivatives with vicinal quaternary stereocenters in high optical purity and as single diastereoisomers is now reported.
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收藏
页码：6180 / 6183
页数：4
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