Zinc-Mediated Diastereoselective Synthesis of 3-Amino Oxindoles by Addition of Methyl and Terminal Alkynes to N-tert-Butanesulfinyl Ketimines

被引：47
|
作者：
Yan, Wenjin
Wang, Dong
Feng, Jingchao
Li, Peng
Wang, Rui [1 ]
机构：
[1] Lanzhou Univ, Sch Basic Med Sci, State Key Lab Appl Organ Chem, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 07期
基金：
中国国家自然科学基金;
关键词：
HIGHLY ENANTIOSELECTIVE SYNTHESIS; ORGANOCATALYTIC ALPHA-AMINATION; CATALYTIC ASYMMETRIC-SYNTHESIS; RECEPTOR ANTAGONIST; ALDOL REACTION; SULFINIMINES; FACILE; DERIVATIVES; AG-041R; IMINES;
D O I：
10.1021/jo300110a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A zinc-mediated addition of methyl and terminal alkyines to chiral N-tert-butanesulfinyl ketimines for the preparation of optical quaternary 3-amino oxindoles was reported. In general, the operationally simple reaction affords the desired products in high yields and good to excellent diastereoselectivities. Subsequent convenient cleavage of sulfinyl protecting group under mild conditions was presented without racemization.
引用
收藏
页码：3311 / 3317
页数：7
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