Highly Enantioselective Organocatalytic α-Sulfenylation of Azlactones

被引：64
|
作者：
Qiao, Baokun [1 ]
Liu, Xinfei [2 ]
Duan, Shaobo [2 ]
Yan, Lin [1 ]
Jiang, Zhiyong [1 ,2 ]
机构：
[1] Henan Univ, Inst Chem Biol, Kaifeng 475004, Henan, Peoples R China
[2] Henan Univ, Key Lab Nat Med & Immunoengn Henan Prov, Kaifeng 475004, Henan, Peoples R China
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 03期
关键词：
SULFA-MICHAEL ADDITION; ASYMMETRIC-SYNTHESIS; IN-SITU; CONJUGATE ADDITION; THIOACETIC ACID; AMINO-ACIDS; C-N; ENANTIO; THIOLS; PROTONATION;
D O I：
10.1021/ol403303k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first asymmetric alpha-sulfenylation of azlactones with N-(sulfanyl)succinimides has been developed by using cinchona alkaloid-derived squaramide as a catalyst and 4 angstrom molecular sieves as an additive. The reaction conditions were suitable to 4-alkyl and benzyl-substituted azlactones as well as N-(benzyl/alkyl/arylthio)succinimides, affording adducts with high enantioselectivities (81-94% ee).
引用
收藏
页码：672 / 675
页数：4
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