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Bioorg Chem
; 92: 103243, 2019 11.
Article
in English
| MEDLINE
| ID: mdl-31518756
ABSTRACT
The first total synthesis of juniperanol, the tricyclic sesquiterpenoid enantiomer of α-cedrol is described. The synthesis relies on stereoselective gold-catalyzed Ohloff-type propargylic ester rearrangement performed on a 10â¯g scale, and a carbocationic cascade in the presence of acetyl methanesulfonate. The ability of juniperanol to interfere in glucose processes in different cell types is described.