Synthesis of New Chiral and Racemic 1,3-Dioxolanes

被引：4
|
作者：
Kucuk, Hatice Baspinar [1 ]
Yusufoglu, Ayse [1 ]
机构：
[1] Istanbul Univ, Dept Chem, Fac Engn, TR-34320 Istanbul, Turkey
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2012年 / 49卷 / 05期
关键词：
NATURAL KAOLINITIC CLAY; CARBONYL-COMPOUNDS; KETONES; PROTECTION; DERIVATIVES; ALDEHYDES; CATALYST; KETALS;
D O I：
10.1002/jhet.937
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of chiral 1,3-dioxolanes, 3-12, with > 99% ee values, have been synthesized. This is the first study of chiral ketalization reaction starting from ketones with aryl, monosubstituted aryl, and long alkyl chains (C-11-AC(13)). Their ee values were determined by chiral high-performance liquid chromatography (HPLC) on Chiralcel OD column, using their racemic 1,3-dioxolanes rac-3-12, which were also synthesized for the first time. These chiral and racemic 1,3-dioxolanes were characterizated by infrared, NMR (H-1, C-13), mass spectrometry, elemental analysis, optical rotation, and chiral HPLC.
引用
收藏
页码：1066 / 1070
页数：5
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