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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Karimi, B
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SYNTHESIS-STUTTGART, 2003, (16): : 2503 - 2506
[2] Indium trifluoromethanesulfonate as a mild and chemoselective catalyst for the conversion of carbonyl compounds into 1,3-oxathiolanes
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SYNLETT, 2002, (09) : 1535 - 1537
[3] Amberlyst® 15 as a mild, chemoselective and reusable heterogeneous catalyst for the conversion of carbonyl compounds to 1,3-oxathiolanes
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Mazzacani, A
Righi, P
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SYNTHESIS-STUTTGART, 2001, (12): : 1826 - 1829
[4] Amberlyst&reg 15 as a mild, chemoselective and reusable heterogeneous catalyst for the conversion of carbonyl compounds to 1,3-oxathiolanes
Ballini, R.
Bosica, G.
Maggi, R.
Mazzacani, A.
Righi, P.
Sartori, G.
1826, Georg Thieme Verlag
[5] Tantalum(V) chloride-silica gel: An efficient catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes
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SYNTHETIC COMMUNICATIONS, 2005, 35 (24) : 3127 - 3131
[6] N-bromosuccinimide (NBS), an efficient reagent for the conversion of 1,3-oxathiolanes to carbonyl compounds
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SYNLETT, 2000, (12) : 1798 - 1800
[7] Tin(IV) hydrogen phosphate nanodisks: A mild and efficient catalyst for the protection of carbonyl compounds as 1,3-oxathiolanes
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CATALYSIS COMMUNICATIONS, 2008, 9 (14) : 2398 - 2402
[8] An Efficient and Mild Deprotection of 1,3-Oxathiolanes to Carbonyl Compounds Using the Superoxide Ion
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Singh, Krishna Nand
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (09) : 2339 - 2343
[9] LiBF4 catalyzed chemoselective conversion of aldehydes to 1,3-oxathiolanes and 1,3-dithianes
Yadav, JS
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SYNLETT, 2001, (02) : 238 - 239
[10] Deprotection of 1,3-oxathiolanes to carbonyl compounds with montmorillonite K10
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Kumar, A
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INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (10): : 2635 - 2637

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