A Highly Efficient Conversion of Primary or Secondary Alcohols into Fluorides with n-Perfluorobutanesulfonyl Fluoride-Tetrabutylammonium Triphenyldifluorosilicate
Xueqing Zhao*, Weiping Zhuang, Dongsheng Fang, Xiaowen Xue, Jingming Zhou
*Fujian Institute of Microbiology, Fuzhou 350007, P. R. of
China, Email: fim
pub3.fz.fj.cn
X. Zhao, W. Zhuang, D. Fang, X. Xue, J. Zhou, Synlett, 2009, 779-782.
DOI: 10.1055/s-0028-1087931
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Abstract
Direct fluorination of primary and secondary alcohols by a combination of perfluoro-1-butanesulfonyl fluoride (PBSF) and tetrabutylammonium triphenyldifluorosilicate (TBAT) under mild conditions provides the corresponding fluorides in high yields with inversion at the reaction center and suppressed elimination side reactions.
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Key Words
fluorination, elimination, nucleophilic substitution, stereoselectivity, PBSF, TBAT
ID: J60-Y2009-0850
