Synthesis and odor of optically active trans-2,2,6-trimethylcyclohexyl methyl ketones and their related compounds |
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| Authors: | Takeshi Yamamoto Hideo UjiharaShinya Watanabe Makoto HaradaHiroyuki Matsuda Toshimitsu Hagiwara |
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| Affiliation: | Central Research Laboratory, Takasago International Corporation, Nishi-Yawata 1-4-11, Hiratsuka, Kanagawa 254-0073, Japan |
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| Abstract: | The synthesis characterized by cationic olefin cyclizations accomplished using ketone enol esters and odor of novel (1R,6S)- and (1S,6R)-2,2,6-trimethylcyclohexyl methyl ketones (5) are described. The stereoselective syntheses of (E)-(1R,6S)- and (E)-(1S,6R)-1-(2,2,6-trimethylcyclohexyl)-2-buten-1-one (6) and (1R,6S)-ethyl 2,2,6-trimethylcyclohexylcarboxylate (7), useful raw materials for flavor and fragrance, starting from the (1R,6S)- and (1S,6R)-5 are also described. |
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| Keywords: | odor, (3S)- and (3R)-citronellal (1R,6S)- and (1S,6R)-2,2,6-trimethylcyclohexyl methyl ketone cyclization (4S)- and (4R)-4,8-dimethyl-2,7 (and 1,7)-nonen-2-yl acetate (2RS,4S)- and (2RS,4R)-4,8-dimethyl-7-nonen-2-ol (4S)- and (4R)-4,8-dimethyl-7-nonen-2-one (1R,6S)- and (1S,6R)-1-(2,2,6-trimethylcyclohexyl)-2-buten-1-one (1R,6S)-ethyl 2,2,6-trimethylcyclohexylcarboxylate |
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