- 1,7-octadiene-assisted tandem multicomponent cross-enyne metathesis (CEYM)-Diels-Alder reactions: a useful alternative to Mori's conditions.
1,7-octadiene-assisted tandem multicomponent cross-enyne metathesis (CEYM)-Diels-Alder reactions: a useful alternative to Mori's conditions.
Chemistry (Weinheim an der Bergstrasse, Germany) (2012-08-02)
Santos Fustero, Paula Bello, Javier Miró, Antonio Simón, Carlos del Pozo
PMID22851514
ABSTRACT
The use of 1,7-octadiene as an in situ source of ethylene led us to develop a novel multicomponent tandem cross-enyne metathesis (CEYM)-Diels-Alder reaction. The process can be considered a relay metathesis, in which the ethylene liberated in the ring-closing metathesis (RCM) of 1,7-octadiene initiates the tandem sequence. Aliphatic, aromatic, and fluorinated alkynes and several dienophiles are compatible with the process, which is particularly efficient with aromatic alkynes. This methodology constitutes a useful variant of Mori's conditions in CEYM-related reactions.
MATERIALS