1,6-Addition Reaction of 5H-Oxazol-4-ones to Conjugated Dienones Catalyzed by Chiral Guanidines

被引：14
作者：
Morita, Akane [1 ]
Misaki, Tomonori [1 ]
Sugimura, Takashi [1 ]
机构：
[1] Univ Hyogo, Grad Sch Mat Sci, Kamigori, Hyogo 6781297, Japan
来源：
CHEMISTRY LETTERS | 2014年 / 43卷 / 12期
关键词：
HYDROXYCARBOXYLIC ACID-DERIVATIVES; ENANTIOSELECTIVE MICHAEL ADDITION; ASYMMETRIC MANNICH REACTIONS; 1,4-ADDITION REACTION; CARBONYL-COMPOUNDS; KETONES; ALKYLATION; ALLYLATION; DIASTEREO; REAGENTS;
D O I：
10.1246/cl.140713
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A chiral guanidine-catalyzed 1,6-addition reaction of 5H-oxazol-4-ones to alpha,beta,gamma,delta-diunsaturated ketones is described in this study. The addition reaction proceeded regiospecifically to yield a 1,6-addition product with high enantioselectivity. Obtained adducts of the 1,6-addition could be converted into the corresponding chiral 7-oxo-alpha-hydroxy acid derivatives or chiral a-homoallylic-hydroxy acid derivatives via 2nd generation Grubbs catalyst-mediated olefin metatheses.
引用
收藏
页码：1826 / 1828
页数：3
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