Asymmetric synthesis of the main core of kaurane family members triggered by an oxidative polycyclization-pinacol tandem process.
Org Lett
; 16(18): 4928-31, 2014 Sep 19.
Article
em En
| MEDLINE
| ID: mdl-25191786
ABSTRACT
Polycyclization processes represent expeditious routes used in both nature and the laboratory to produce complex polycyclic molecules. A new stereoselective oxidative variant of such a polycyclization has been developed in which the cascade is triggered by a phenol dearomatization and is concluded by a pinacol transposition. This unprecedented avenue combines the synthetic power of a polycyclization and a transposition in tandem and enables the rapid formation of the tetracyclic main core of kaurane diterpenes containing several asymmetric and quaternary carbon centers in a single step from a simple phenol derivative.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Fenóis
/
Diterpenos do Tipo Caurano
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article