期刊
TETRAHEDRON
卷 61, 期 19, 页码 4671-4677出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.02.087
关键词
perfluoroacyl; hemiacetal; hemiaminal; steric effect; electronic effect
Hemiacetals and hemiaminals were produced not only at a trifluoroacetyl (CF3CO) moiety but also at difluoroacetyl (CHF2CO) and pentafluoroalkanoyl (C2F5CO) moieties. As larger was the electron-withdrawing nature and less bulky was the fluoroalkyl (R-f) group and smaller was the size of an alcohol, the ratio of hemiacetal form increased. Not only a CF3CO moiety but also monufluoroacetyl (CH2FCO), CHF2CO, and C2F5CO moieties produced the hemiaminals. As larger was the electron-withdrawing nature of Rf group and smaller was an amine, the ratio of hemiaminal form increased. (c) 2005 Elsevier Ltd. All rights reserved.
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