ZrOCl2 Catalysed Chemoselective Conversion of Aldehydes to geminal-Diacetates and Their Cleavage: A Mild and Efficient Method

ZrOCl2 was found to be an effective Lewis acid catalyst for the solventless chemoselective conversion of aldehydes into geminal‐diacetates in high yields at room temperature. Regeneration of the aldehydes from the acetals was also achieved using the same catalyst in water. The beneficial effect of m...

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Bibliographic Details
Published inChinese journal of chemistry Vol. 25; no. 10; pp. 1555 - 1558
Main Authors NAGARAJ, Adki, SANJEEVA REDDY, Cherkupally
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.10.2007
WILEY‐VCH Verlag
Wiley
Subjects
acetal
Chemistry
Chemistry, Multidisciplinary
chemoselective
microwave irradiation
Physical Sciences
Science & Technology
zirconium oxychloride
ACYLALS
ORGANIC-SYNTHESIS
ETHERS
1,1-DIACETATES
acetal
zirconium oxychloride
CHEMISTRY
microwave irradiation
ZRCL4
chemoselective
FACILE
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Summary:ZrOCl2 was found to be an effective Lewis acid catalyst for the solventless chemoselective conversion of aldehydes into geminal‐diacetates in high yields at room temperature. Regeneration of the aldehydes from the acetals was also achieved using the same catalyst in water. The beneficial effect of microwave irradiation on the reaction was also described. Other advantages are the very low loading of catalyst, high yields achieved even on a gram scale, and considerably shortened reaction time compared to the conventional method.
Bibliography:ark:/67375/WNG-LRNMRCX5-9
istex:578A4BDA699751C05473718DC7EE0BE30A438F0B
ArticleID:CJOC200790286
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.200790286