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Stereocontrolled addition of enolates to chiral 2-acyl-1,3-oxathiane derivatives
Authors:Matsubara Seijiro  Kasuga Yuri  Yasui Takuya  Yoshioka Masahito  Yamin Bohari  Utimoto Kiitiro  Oshima Koichiro
Affiliation:Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Yoshida, Kyoto, Japan. matsubar@mc.kyoto-u.ac.jp
Abstract:Both enantiomers of 3-hydroxyalkanoates and -alkanones were prepared by the diastereocontrolled addition of enolates to ketones containing (R)-6-methyl-1,3-oxathiane moiety as a chiral auxiliary; a formation of enolate from samarium(II) iodide and alpha-bromoamide is also discussed.
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