Selective Monobenzoylation of 1,2-and 1,3-Diols Catalyzed by Me2SnCl2 in Water (Organic Solvent Free) under Mild Conditions

被引：30
|
作者：
Muramatsu, Wataru [1 ]
William, Julius M. [1 ]
Onomura, Osamu [1 ]
机构：
[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaka, Yamanashi 8528521, Japan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 01期
关键词：
REGIOSELECTIVE ACYLATION; 4-(4,6-DIMETHOXY-1,3,5-TRIAZIN-2-YL)-4-METHYL-MORPHOLINIUM CHLORIDE; ASYMMETRIC DESYMMETRIZATION; CARBOXYLIC-ACIDS; PROTECTION; BENZOYLATION; DERIVATIVES; ALCOHOLS; ESTERIFICATION; ACTIVATION;
D O I：
10.1021/jo202136a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed an efficient method for selective monobenzoylation of 1,2- and 1,3-diols in water catalyzed by Me2SnCl2. Treatment of 1,2- and 1,3-diols with benzoyl chlorides, DMT-MM, and potassium carbonate in the presence of a catalytic amount of Me2SnCl2 and DMAP in water at room temperature gave monobenzoates in up to 97% yield.
引用
收藏
页码：754 / 759
页数：6
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