Zirconium tetrachloride (ZrC4) as an efficient and chemoselective catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes

被引：0

作者：

Karimi, B ^{[1
]}

Seradj, H ^{[1
]}

机构：

[1] Inst Adv Studies Basic Sci, Dept Chem, Zanjan, Iran

来源：

SYNLETT | 2000年 / 06期

关键词：

acetals; 1,3-oxathiolanes; protecting groups; zirconium tetrachloride; O; S-acetals;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Different types of aldehydes and ketones can be efficiently converted into their corresponding 1,3-oxathiolanes using 2-mercaptoethanol (1.5-3.2 equiv.) in the presence of catalytic amount (0.04-0.15 equiv.) of ZrCl4 in CH2Cl2 as solvent at room temperature. Chemoselective monothioacetalization of aldehydes in the presence of ketones can also be achieved in high yield. The work-up is easy and removal of water is not necessary.

引用

页码：805 / 806

页数：2

共 36 条

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ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2003, 35 (06) : 527 - +
[22] Facile deprotection of 1,3-oxathiolanes to carbonyl compounds with O-iodoxy benzoic acid (IBX) in the presence of β-cyclodextrin in water
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Sahu, PR
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[26] Efficient and chemoselective conversion of carbonyl compounds to 1,3-dioxanes catalyzed with N-bromosuccinimide under almost neutral reaction conditions
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[27] 1,3-Dibromo-5,5-dimethylhydantoin (DBH) as a Mild and Efficient Catalyst for Chemoselective Thioacetalization of Carbonyl Compounds and Dethioacetalization Under Mild Conditions
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[28] Indium(III) chloride catalyzed efficient conversion of carbonyl compounds to 1,3-dithioacetals
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[29] 1,3-dibromo-5,5-dimethylhydantoin as an efficient and chemoselective agent for the regeneration of carbonyl compounds from semicarbazones and oximes
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[30] Preparation of 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide and its application as a mild and chemoselective catalyst for thioacetalization of carbonyl compounds
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