A Diels-Alder approach to the enantioselective construction of fluoromethylated stereogenic carbon centers

作者:Shibatomi Kazutaka*; Kobayashi Fumito; Narayama Akira; Fujisawa Ikuhide; Iwasa Seiji
来源:Chemical communications, 2012, 48(3): 413-415.
DOI:10.1039/c1cc15889a

摘要

Highly enantioselective Diels-Alder reactions of beta-fluoromethylacrylates were carried out in the presence of a Lewis acid activated chiral oxazaborolidine catalyst. These reactions yielded fluoromethylated cyclohexenes, including trifluoromethyl-, difluoromethyl-, and monofluoromethyl cyclohexenes, as nearly pure enantiomers. The resulting fluoromethyl cyclohexenes were converted into potential synthetic intermediates for bioactive compounds.

  • 出版日期2012