- Carotenoids and Degraded Carotenoids, VIII. Synthesis of (+)-Dihydroactinidiolide, (+)- and (-)-Actinidiolide, (+)- and (-)-Loliolide as well as (+)- and (-)-Epiloliolide
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Enantiomerically pure (S)-2,4,4-trimethyl-2-cyclohexen-1-ol (1) was efficiently converted into four degraded lactonic carotenoids: (S)-dihydroactinidiolide (5), (S)-actinidiolide (9), (6S,7aR)-loliolide (11) and (6S,7aS)-epiloliolide (12). (R)-Actinidioli
- Mori, Kenji,Khlebnikov, Vladimir
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- APPLICATION OF BIOCHEMICAL METHODS IN ENANTIOSELECTIVE SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS
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Enzymes as well as yeasts were used in enantioselective syntheses of bioregulators such as hormones and semiochemicals.Lipases and esterases were employed in achieving optical resolution, conversion of meso-compounds to optically active compounds, and macrolactonization.Lactase effected glucosidation of a phenolic hydroxy ketone without any protection of the functional groups.Yeasts provided a variety of optically active hydroxy esters and ketones, which served as versatile non-racemic chiral building blocks.
- Mori, Kenji
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p. 393 - 406
(2007/10/02)
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- Preparative Bioorganic Chemistry, XV. - Preparation of Optically pure 2,4,4-Trimethyl-2-cyclohexen-1-ol, a New and Versatile Chiral Building Block in Terpene Synthesis
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Enzymatic hydrolysis of (+/-)-2,4,4-trimethyl-2-cyclohexenyl acetate with pig liver esterase yielded (R)-(+)-2,4,4-trimethyl-2-cyclohexen-1-ol and unchanged (S)-(-)-acetate (S)-3.Enantiomerically pure (S)-2 was converted into (R)-dihydro
- Mori, Kenji,Puapoomchareon, Prapai
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p. 1053 - 1056
(2007/10/02)
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