1987
DOI: 10.1016/s0031-9422(00)82506-6
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A dimer of d-pinocarvone from Cedronella canariensis

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Cited by 19 publications
(13 citation statements)
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“…I3C-NMR: Table 3. MS: 238 (0, M+'), 194 (68), 120 (94), 107 (loo), 91 (53), 79 (42), 67 (26), 59 (21), 55 (33), 41 (38).…”
Section: ( + ) -( I R)-22-dimethyl-3-vinyicyclopent-3-ene-l-acetaldementioning
confidence: 99%
See 1 more Smart Citation
“…I3C-NMR: Table 3. MS: 238 (0, M+'), 194 (68), 120 (94), 107 (loo), 91 (53), 79 (42), 67 (26), 59 (21), 55 (33), 41 (38).…”
Section: ( + ) -( I R)-22-dimethyl-3-vinyicyclopent-3-ene-l-acetaldementioning
confidence: 99%
“…Oxidation (pyridinium chlorochromate, CH2C12; 88 % yield) afforded (-)-2k ([a]g = -38.1 (c = 2.1, MeOH)) which was treated with a methyl Grignardreagent to give the tertiary alcohol (-)-9 (94% yield; a'," = -25.1) with the same absolute configuration as that obtained by a double addition of methyl Grignard reagent to (-)-21 [37] ([a]g = -24.4; 87% yield). The fact that oxidation (CrO,; 78% yield) of (+)-trans-pinocarveol ((+)-lo) (M'," = +53) gave (+)-pinocarvone (a'," = +52.7 (neat)) [38] and that (-)-2d (m'," = -26.3 (neat)) was also obtained from the hydride reduction (LiAIH4, 76 %) of tosylate (-)-7d, prepared from alcohol (-)-7b [39], confirms the absolute configuration of all compounds described in our work [40].…”
mentioning
confidence: 99%
“…Only limited information is available on the chemical composition of Ceclronella (7)(8)(9). First results on the oil from both "varieties"were published by Engel et al (10,ll) followed by L6pez-Garcia et al (12) and Lawrence ( 1 3~4 ) .…”
mentioning
confidence: 99%
“…Cedronella genus is represented by only one species in SA viz C. canariensis. The phytochemical studies of the aerial parts resulted in isolation of a dimer of d-pinocarvone (9), cedronellone (10), and ursolic acid (11) [17].…”
Section: Cedronella Genusmentioning
confidence: 99%