Title of article :
Effect of conformational control of chiral oxazaborolidine by π–π stacking interaction of a pentafluorophenyl group toward asymmetric borane reduction
Author/Authors :
Korenaga، نويسنده , , Toshinobu and Kadowaki، نويسنده , , Koichi and Sakai، نويسنده , , Takashi، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2007
Pages :
5
From page :
557
To page :
561
Abstract :
A pentafluorophenyl group can act as a stereo-controlling group in oxazaborolidine-catalyzed asymmetric borane reduction through intramolecular π–π stacking interaction with a phenyl group. The intramolecular π–π interaction in oxazaborolidine bearing pentafluorophenyl group is confirmed by calculations and 1H NMR study. The interaction affects the enantioselectivity of the asymmetric reduction of acetophenone while the extent is small.
Keywords :
Pentafluorophenyl group , ?–? Stacking , Asymmetric borane reduction , oxazaborolidine
Journal title :
Journal of Fluorine Chemistry
Serial Year :
2007
Journal title :
Journal of Fluorine Chemistry
Record number :
1609657
Link To Document :
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