期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 152, 期 -, 页码 70-76出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2013.01.008
关键词
Styryllactone; Isoaltholactone; Trifluoromethylated analog
资金
- National Natural Science Foundation of China [21072018, 20632008, 21272036]
- National Basic Research Program of China [2012CB21600]
- Fundamental Research Funds for the Central Universities
The synthesis of the first fluorine-containing analog of isoaltholactone, 5-trifluoromethylisoaltholactone, was described. Key steps include nucleophilic trifluoromethylation of ketone, Homer-Wadsworth-Emmons olefination, oxidative 1,5-diol to delta-lactone conversion, diastereoselective epoxidation of olefin, and Me3SiBr-promoted deprotection/intramolecular cyclization cascade reaction. (c) 2013 Elsevier B.V. All rights reserved.
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