Enzymatic synthesis of enantiomerically pure 1,2-fluorocyclopentanols and 1,2-aminofluorocyclopentanes
Vicinal fluorocyclopentanol are valuable chiral synthetic blocks for the preparation of a number of natural and synthetic biologically active substances Racemic cis-2-fluorocyclopentanols were separated into enantiomers by the kinetically controlled transesterification with vinyl acetate in the pr...
Збережено в:
| Дата: | 2019 |
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| Автори: | , , |
| Формат: | Стаття |
| Мова: | English |
| Опубліковано: |
Видавничий дім "Академперіодика" НАН України
2019
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| Назва видання: | Доповіді НАН України |
| Теми: | |
| Онлайн доступ: | http://dspace.nbuv.gov.ua/handle/123456789/159960 |
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| Назва журналу: | Digital Library of Periodicals of National Academy of Sciences of Ukraine |
| Цитувати: | Enzymatic synthesis of enantiomerically pure 1,2-fluorocyclopentanols and 1,2-aminofluorocyclopentanes / O.O. Kolodiazhna, O.S. Veriovka, A.O. Kolodiazhna // Доповіді Національної академії наук України. — 2019. — № 7. — С. 66-74. — Бібліогр.: 13 назв. — англ. |
Репозитарії
Digital Library of Periodicals of National Academy of Sciences of Ukraine| Резюме: | Vicinal fluorocyclopentanol are valuable chiral synthetic blocks for the preparation of a number of natural and synthetic
biologically active substances Racemic cis-2-fluorocyclopentanols were separated into enantiomers by the kinetically
controlled transesterification with vinyl acetate in the presence of lipases in organic media, High enantioselectivity
(ee > 98 %) and good yields of compounds were obtained for all substrates using Burkholderia cepacia
lipase, The fluorocyclopentanols were converted into enantiomerically pure 1,2-aminofluorocyclopentanes using the
Mitsunobu reaction, The enantiomeric purity of the compounds was determined by Mosher's acid derivatization
method, and the absolute configurations were determined using the Kazlauskas rule. |
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