1. General Preparation and Controlled Cyclization of Acyclic Terpenoids.
- Author
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Jinchul Kuk, Beom Soo Kim, Heejung Jung, Seyoung Choi, Jung-Youl Park, and Koo, Sangho
- Subjects
- *
RING formation (Chemistry) , *TERPENES , *LIPIDS , *HYDROCARBONS , *CHEMICAL reactions , *CHEMICAL processes - 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. [ABSTRACT FROM AUTHOR]
- Published
- 2008
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