15667-21-7Relevant articles and documents
Enzyme-catalyzed asymmetric synthesis; 10. Pseudomonas cepacia lipase mediated synthesis of enantiomerically pure (2R,3S)- and (2S,3R)-2,3-O-cyclohexylideneerythritol monoacetate from 2,3-O-cyclohexylideneerythritol
Gais,Hemmerle,Kossek
, p. 169 - 173 (1992)
Pseudomonas cepacia lipase catalyzed hydrolysis of 2,3-O-cyclohexylideneerythritol diacetate in an emulsion of water and diisopropyl ether gives (2S,3R)-2,3-O-cyclohexylideneerythritol monoacetate [(2S,3R)-1-acetoxy-2,3-cyclohexylidenedioxy-4-hydroxybutane] with ≥ 99% ee in 91% yield by a preferential attack at the R-center CH2OAc group. The enantiomeric (2R,3S)-2,3-O-cyclohexylideneerythritol monoacetate is obtained by acetylation of 2,3-O-cyclohexylideneerythritol with vinyl acetate catalyzed by the same enzyme with ≥ 99% ee in 78% yield by a combined enantiotopos and enantiomer differentiation through a preferential attack at the R-center CH2OH groups.
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Giudici,Fluharty
, p. 2043 (1967)
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General Synthetic Approach to Rotenoids via Stereospecific, Group-Selective 1,2-Rearrangement and Dual S N Ar Cyclizations of Aryl Fluorides
Matsuoka, Seiya,Nakamura, Kayo,Ohmori, Ken,Suzuki, Keisuke
, p. 1139 - 1156 (2019/02/26)
A general synthetic approach to rotenoids is described, featuring 1) stereospecific, group-selective 1,2-rearrangements of epoxy alcohols, and 2) S N Ar oxy-cyclizations of aryl fluorides. The common intermediate epoxyketone, en route to (-)-rotenone and (-)-deguelin, was prepared from d -araboascorbic acid in five steps. Also described is the conversion of (-)-deguelin into oxidized congeners, (-)-tephrosin and (+)-12a- epi -tephrosin.
Benzoxazol and oxazine ketone compounds and intermediates for the preparation of crystalline form and (by machine translation)
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Paragraph 0270; 0271; 0272; 0273, (2016/10/09)
A preparation method for a high-purity benzoxazoleoxazine ketone compound, a crystal form thereof, and an intermediate compound for preparing a compound of formula (I), and a preparation method therefor.
