Biomimetic Synthesis of Nor-Cedrene and Nor-Isozizaene Sesquiterpenoids and Exploration of Their Olfactive Properties.
Chemistry
; 28(46): e202201037, 2022 Aug 16.
Article
em En
| MEDLINE
| ID: mdl-35638147
ABSTRACT
We report the preparation of nor-bisabolyl epoxide 13 and its use as a common biomimetic intermediate for the synthesis of nor-sesquiterpenoids. Through a cationic cyclization cascade pathway, we prepared nor-isozizaenol 25, ultimately constituting an eight-step access to this complex sesquiterpenoid from inexpensive and abundant starting materials. Using a radical cyclization cascade pathway, we prepared nor-cedryl alcohol 26 from the same intermediate. Derivatization of these two products led to the discovery of two potent woody odorants of interest in perfumery.
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Base de dados:
MEDLINE
Assunto principal:
Sesquiterpenos
/
Biomimética
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article