Synthesis and stereochemical assignment of geraniol- and nerol-derived Cygerol enantiomers Научная публикация
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Tetrahedron: Asymmetry
ISSN: 1362-511X , E-ISSN: 0957-4166 |
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| Вых. Данные | Год: 2017, Том: 28, Номер: 12, Страницы: 1834-1841 Страниц : 8 DOI: 10.1016/j.tetasy.2017.10.024 | ||
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Реферат:
The enantiomers (up to 99% ee) of both geraniol- and nerol-derived 2-cyclohexyl-5,9-dimethyldeca-4,8-dienoic acid, the active ingredient of the wound healing medication Cygerol, were prepared via a low-temperature alkylation, basic hydrolysis, derivatization with (S)-4-benzyloxazolidin-2-one and chromatographic separation steps. The absolute configuration of stereocenters in the antipodes having an (E)- or (Z)-geometry of the internal double bond was determined based on characteristic 1H NMR signals of the corresponding (S)-4-benzyloxazolidin-2-one-derived imides and on conversion to the known diethyl (S)-2-cyclohexylsuccinate and (S)-2-cyclohexylbutane-1,4-diol with reported specific rotations.
Библиографическая ссылка:
Sukhanova A.A.
, Puchkin I.A.
, Vasil'ev A.A.
, Zlotin S.G.
Synthesis and stereochemical assignment of geraniol- and nerol-derived Cygerol enantiomers
Tetrahedron: Asymmetry. 2017. V.28. N12. P.1834-1841. DOI: 10.1016/j.tetasy.2017.10.024 OpenAlex
Synthesis and stereochemical assignment of geraniol- and nerol-derived Cygerol enantiomers
Tetrahedron: Asymmetry. 2017. V.28. N12. P.1834-1841. DOI: 10.1016/j.tetasy.2017.10.024 OpenAlex
Идентификаторы БД:
| OpenAlex: | W2768223950 |
Цитирование в БД:
| БД | Цитирований |
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| OpenAlex | 1 |