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Cover Picture: Generation of (+)‐Prezizanol, (+)‐Prezizaene, and the ent ‐β‐Isopipitzol Framework via Cationic Rearrangement of Khusiol and Related Compounds (Asian J. Org. Chem. 5/2014)
Author(s) -
Sharma Mukesh K.,
Banwell Martin G.,
Willis Anthony C.
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201490008
Subject(s) - chemistry , cationic polymerization , supramolecular chemistry , click chemistry , stereochemistry , organic chemistry , molecule
The chemoenzymatically derived khusiol framework can be engaged in two quite distinct (divergent) Wagner–Meerwein rearrangement reactions depending on the associated functionality. In their Full Paper on page 632 ff., Martin Banwell and co‐workers show that in the first of these reactions, POCl 3 effects the smooth conversion of epi ‐khusiol into (+)‐prezizaene, a key component of the important perfumery ingredient vetiver oil. In the second, a cyclic sulfate embedded within the khusiol framework rearranges to a very pleasant smelling tricyclic alcohol that is part of the previously unreported ent ‐β‐isopipitzol framework. Cover art produced by Ingrid Banwell.