Stereoselective Synthesis of erythro-Serricornin, (4R, 6R, 7S)-, and (4S, 6R, 7S)-4,6-Dimethyl-7-hydroxynonan-3-one,Stereoisomers of the Sex Pheromone of Cigarette Beetle |
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| Authors: | Tatsuji Chuman Masahiro Kohno Kunio Kato Masao Noguchi Hiroko Nomi Kenji Mori |
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| Institution: | 1. Central Research Institute, The Japan Tobacco and Salt Public Corporation, 6–2, Umegaoka, Midori-ku, Yokohama 227, Japan;2. Department of Agricultural Chemistry, The University of Tokyo, Bunkyo-ku, Tokyo 113, Japan |
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| Abstract: | A stereoselective synthesis of erythro-serricornin (4RS,6R,7S)-4,6-dimethyl-7-hydroxynonan-3-one] was completed starting from l-(+)-tartaric acid. The relative configuration of C(6)-methyl and C(7)-hydroxyl groups in naturally occurring serricornin was threo. |
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| Keywords: | mammary gland milk fat globule membrane prolactin signaling protein tyrosine phosphatase milk fat globule EGF factor 8 (MFG-E8) |
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