302329-72-2Relevant academic research and scientific papers
Synthesis of natural oxygenated monocarbocyclic sesquiterpenoids from 6,7-epoxygeranyl acetate
Barrero, Alejandro F,Alvarez-Manzaneda, Enrique J,Chahboun, Rachid,Rodriguez Rivas,Linares Palomino
, p. 6099 - 6113 (2007/10/03)
Natural sesquiterpenes 5-(2',5'-epoxy-2',6',6'-trimethyl)cyclohexyl-3-methyl-1-penten-3-ol (5), cis-3-[(E)-5'-hydroxy-3'-methyl-3'-pentenyl]-2,2-dimethyl-4-methy lenecyclohexanol (elegansidiol) (6), 4-(5'-acetoxy-2',6',6'-trimethyl)cyclohex-2'-enyl-3-methyl-1-pent en-3-ol (7) and 5-acetoxy-3-(3-hydroxy-3-methylpent-4-enyl)-2,4,4-trimethylcycloh ex-2-enone (8) were prepared from 6,7-epoxygeranyl acetate (9), via (2',5'-epoxy-2',6',6'-trimethyl)cyclohexylmethyl tosylate (10), for the first time. 5 is an intermediate in the synthesis of the sesquiterpene-coumarin ether (±)-farnesiferol C (1). The preparation of suitable intermediates for synthesising related natural farnesiferol B (3) and D (4) is also reported. (C) 2000 Elsevier Science Ltd.
