期刊
SYNTHESIS-STUTTGART
卷 -, 期 16, 页码 2713-2720出版社
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0029-1218849
关键词
aldehydes; protecting groups; chemoselectivity; deprotection; acylation
资金
- Ministry of Science and Technology [R15-2006-020]
- Korea Science and Engineering Foundation through the Center for Cell Signaling and Drug Discovery Research at Ewha Womans University
- Brain Korea 21 project
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.
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