title: General preparation and controlled cyclization of acyclic terpenoids.
abstract: A general preparation method of the all-(E)-polyprenols 12 has been developed from readily available geranyl sulfone by the chain-extension process utilizing the C5 unit 5 and the chain-termination process utilizing the C5 unit 10 together with the chemoselective reductive desulfonylation. The polyprenols 12 were converted to compounds 3 containing two consecutive prenyl sulfone moieties at the tail end, which underwent the controlled electrophilic cyclization only at the carbon-carbon double bonds that were remote from the flat and rigid benzenesulfonyl groups.
authors.affiliation: Department of Nano Science and Engineering, Myong Ji University, Yongin, Kyunggi-Do, 449-728, Korea.
authors.forename: Jinchul
authors.initials: J
authors.lastname: Kuk
authors.forename: Beom Soo
authors.initials: BS
authors.lastname: Kim
authors.forename: Heejung
authors.initials: H
authors.lastname: Jung
authors.forename: Seyoung
authors.initials: S
authors.lastname: Choi
authors.forename: Jung-Youl
authors.initials: JY
authors.lastname: Park
authors.forename: Sangho
authors.initials: S
authors.lastname: Koo
mesh_terms: D003500:Cyclization; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D013729:Terpenes / Q000737:chemistry*
chemical_list: D013729:Terpenes