1955
DOI: 10.1039/jr9550002423
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The structure of cyperone. Part IV. The synthesis of (natural)(+)-α-cyperone, its enantiomorph, and an epimer

Abstract: The Structure of Cyperone. Part IV.* The Synthesis of (Natural) ( + ) -a-Cyperone, its Enantiomorph, and an Ep'mer.

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Cited by 45 publications
(17 citation statements)
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“…This product gave spectra comparable4 to those reported in the literature (7,8) and had an optical rotation of [a],,,, +673" (lit. (7) [a],,,, +681°) indicating an optical purity of >98.8%.…”
Section: IIsupporting
confidence: 66%
“…This product gave spectra comparable4 to those reported in the literature (7,8) and had an optical rotation of [a],,,, +673" (lit. (7) [a],,,, +681°) indicating an optical purity of >98.8%.…”
Section: IIsupporting
confidence: 66%
“…[59] He has also described the synthesis of both epimer and enantiomer of α-cyperone starting from both enantiomers of dihydrocarvone ( Figure 6). [60] However, these syntheses display a major drawback: the Michael reaction provides predominantly the trans isomer (60 % yield, trans/cis = 85:15) which in turn will form the epi-cyperone, and isolation of the minor desirable cis isomer is rather difficult. Therefore, Caine and Gupton have transformed (+)-dihydrocarvone into (-)-2-carone (Scheme 19).…”
Section: Dihydrocarvonementioning
confidence: 99%
“…The promising activity of the plant in this study may be explained for the chemical constituentsCyprotene, cypera-2, 4-diene, a-copaene, cyperene, aselinene, rotundene, valencene, ylanga-2, 4-diene, ggurjunene, trans-calamenene, d-cadinene, g-calacorene, epiaselinene, a-muurolene, g muurolene, cadalene, nootkatene which the plant proved to contain [44]. in addition to mustakone, cyperol [45], isocyperol [46], cyperotundone [47], and acyperone [48][49].…”
Section: In Vitro Anti-protozoal Activities Of Medicinal Plantsmentioning
confidence: 99%