Insights into the Structure and Function of a Chiral Conjugate-Base-Stabilized BrOnsted Acid Catalyst

被引:15
|
作者
Odagi, Minami [1 ]
Araki, Hiroshi [2 ]
Min, Chang [2 ]
Yamamoto, Eri [3 ]
Emge, Thomas J. [2 ]
Yamanaka, Masahiro [3 ]
Seidel, Daniel [1 ,2 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] Rutgers State Univ, Dept Chem & Chem Biol, Piscataway, NJ 08854 USA
[3] Rikkyo Univ, Fac Sci, Dept Chem, Toshima Ku, 3-34-1 Nishi Ikebukuro, Tokyo 1718501, Japan
基金
日本学术振兴会; 美国国家科学基金会;
关键词
Organocatalysis; BrOnsted acid catalysis; Ion-pairing; Anion-binding; Pictet-Spengler reaction; PICTET-SPENGLER REACTIONS; FRIEDEL-CRAFTS ALKYLATION; ANION-BINDING CATALYSIS; DIELS-ALDER REACTION; NONCOVALENT INTERACTIONS; ASYMMETRIC CATALYSIS; ENANTIOSELECTIVE DEAROMATIZATION; NUCLEOPHILIC DEAROMATIZATION; KINETIC RESOLUTION; DICARBOXYLIC-ACID;
D O I
10.1002/ejoc.201801024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A combined experimental and computational study reveals key catalyst-substrate interactions and the main factors controlling stereoselectivity in an asymmetric Pictet-Spengler reaction facilitated by a carboxylic-acid-thiourea catalyst.
引用
收藏
页码:486 / 492
页数:7
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