Preparation of Chiral α-Substituted Alaninates through an Efficient Diastereoselective Synthesis of Trisubstituted Allylic Alcohols

被引：1
|
作者：
Gopula, Balraj [1 ]
Lee, Way-Zen [1 ]
Wu, Hsyueh-Liang [1 ]
机构：
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11677, Taiwan
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2013年 / 8卷 / 01期
关键词：
allylic compounds; amines; butane-1,2-diacetal-protected L-glyceraldehyde; diastereoselectivity; alpha-substituted alaninates; CONTROLLED CARBOMETALATION; STEREOSELECTIVE-SYNTHESIS; BIOLOGICAL-PROPERTIES; 1,3 TRANSPOSITION; L-GLYCERALDEHYDE; MOSHER METHOD; AMINO-ACID; REARRANGEMENT; DERIVATIVES; ALKYNES;
D O I：
10.1002/asia.201200859
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Tri without fail: The highly diastereoselective addition of vinylaluminum reagents, generated in situ from the zirconium-catalyzed carboalumination of various alkynes and Me3Al, to the easily accessible (2S,5R,6R)-5,6-dimethyl-[1,4]dioxane-2-carbaldehyde (1 b) afforded the corresponding trisubstituted allylic alcohols, and a subsequent Overman reaction yielded allylic amines that contain chiral quaternary carbon stereocenters. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：80 / 83
页数：4
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