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Mild and chemoselective synthesis and deprotection of geminal diacetates catalyzed by titanium(IV) halides

Title
Mild and chemoselective synthesis and deprotection of geminal diacetates catalyzed by titanium(IV) halides
Authors
Jung M.Yoon J.Kim H.S.Ryu J.-S.
Ewha Authors
류재상
SCOPUS Author ID
류재상scopus
Issue Date
2010
Journal Title
Synthesis
ISSN
0039-7881JCR Link
Citation
no. 16, pp. 2713 - 2720
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A novel, mild, and chemoselective method was developed for the preparation of gem-diacetates from aldehydes and acetic anhydride in the presence of titanium(IV) fluoride (1-5 mol%) under solvent-free conditions at room temperature. The reaction showed a high chemoselectivity toward aldehydes in the presence of ketones. Moreover, titanium(IV) fluoride also catalyzed the deprotection of gem-diacetates to the corresponding aldehydes in water. This efficient and simple method has several benefits, including the use of an inexpensive catalyst, solvent-free conditions, mild reaction temperatures, and high yields, which make it both cost-effective and environmentally friendly. © Georg Thieme Verlag Stuttgart.
DOI
10.1055/s-0029-1218849
Appears in Collections:
약학대학 > 약학과 > Journal papers
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