P-Cedrene

Cedrane derivatives such as (-)-3-cedrene (a-cedrene) and (-l-)-3(15)-cedrene (p-cedrene) are wide-spread among Juniperus species (Cupressaceae). (-)-a-Cedrene (content up to 25%) and (+)-cedrol (content 20-40%) are the chief constituents of the oil of cedar wood used in perfumery and as an insect repellant, obtained from Juniperus virginiana growing in the south-east of USA. (-l-)-Cedrol shapes the... 

Cecal ligation and puncture (CLP), 3966 P-Cedrene, 2988 Celastraloids, 3477 P-Cell, 1304... 

The hydroformylation of the exocyclic terminal double bond in P-cedrene gave the corresponding aldehyde with high chemo- and regioselectivity (Scheme 1.51) [59]. 

Several naturally occurring cyclic mono- and sesquiterpenes such as a- and P-pinene, camphene, 2- and 3-carene, or P-cedrene bear a single endo- or exocyclic double bond, which is a worthwhile goal for hydroformylation (Figure 6.3). 

The hydroformylation of the exocychc terminal double bond in P-cedrene, which is a sesquiterpene found in the essential oil of cedar, gave with high chemo-and regioselectivity the corresponding aldehyde (Scheme 6.15). The reaction was performed with both rhodium and Pt/Sn catalysts under relatively mild conditions (85-100 C,40 - 80bar) [36,86]. 

ThaUium(ni) has been used in the ring contraction of seven-membered ring substrates, such as 52. This rearrangement is diastereoselective and was used in the synthesis of (+)-ferruginine 54 (Scheme 18.14) and P-cedrene. ... 

Rigby JH, Kirova-Snover M. Studies onintramolecular Cr (O)-promoted [6tt+2tt] cycloaddition reaction. Synthesis of P-cedrene. Tetrahedron Lett. 1997 38 8153-8156. 

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