Stereocontrolled reduction of 2-(p-tolylsulfinyl)cycloalkanones under basic conditions: .PI.-Facial selection in cyclic systems directed by a chiral side chain.
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概要
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Reduction of a 2-(<I>p</I>-tolylsulfinyl)cycloalkanone with sodium borohydride in methanol–triethylamine is accompanied by rapid epimerization at C<SUB>2</SUB>. Under the conditions employed here, the π-facial selectivity of the reduction is directed by the side chain chirality and, among four possible isomers of the corresponding cycloalkanol, one isomer is given with high selectivities up to 85%.
- 公益社団法人 日本化学会の論文
著者
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Ogura Katsuyuki
Department Of Applied Chemistry And Biotechnology Faculty Of Engineering Chiba University
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Fujita Makoto
Department Of Applied Chemistry Faculty Of Engineenng Chiba University
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Fujita Makoto
Department of Synthetic Chemistry, Faculty of Engineering, Chiba University
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Ishida Michio
Graduate School of Science and Technology, Chiba University
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