Organocatalytic Asymmetric 1,4-Addition of Aldehydes to Acridiniums Catalyzed by a Diarylprolinol Silyl Ether

被引:23
|
作者
Liang, Tao [1 ,2 ]
Xiao, Jian [1 ]
Xiong, Zhiyi [1 ]
Li, Xingwei [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
[2] NE Forestry Univ, Key Lab Biobased Mat Sci & Technol, Minist Educ, Harbin 150040, 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
INTERMOLECULAR ALPHA-ALKYLATION; MICHAEL ADDITION; DERIVATIVES; FUNCTIONALIZATION; EFFICIENCY; CHEMISTRY; ADVENT;
D O I
10.1021/jo2025114
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The organocatalytic enantioselective 1,4-addition of aldehydes to acridiniums catalyzed by diarylprolinol silyl ether was achieved to furnish chiral acridanes in both high yields (82-96%) and excellent enantioselectivities (up to 99% ee), which also provides the highly enantioselective intermolecular alpha-alkylation of aldehydes with acridiniums salt.
引用
收藏
页码:3583 / 3588
页数:6
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