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Communication | Special issue | Vol 47, No. 1, 1998, pp.129-132
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)49
Stereoselective Hydrogenation of D-Glucose-derived endo-Olefins with a CF3 Group—Experimental and Theoretical Explanations

Shuichi Hiraoka, Takashi Yamazaki,* and Tomoya Kitazume

*Department of Bioengineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatuta-cho, Midori-ku, Yokohama 226-8501, Japan

Abstract

The unexpected high diastereofacial selectivity in hydrogenation of endo-olefins bearing a CF3 group by Pd/C under a hydrogen atmosphere was discussed on the basis of experimental results as well as semiempirical molecular orbital calculations.