N-heterocyclic carbene-catalyzed reaction of chalcones and enals via homoenolate: an efficient synthesis of 1,3,4-trisubstituted cyclopentenes.
Nucleophilic heterocyclic carbene-catalyzed cyclopentannulation of enals and chalcones via homoenolate has been observed for the first time. Serendipitously, the reaction lead to a very efficient synthesis of 3,4-trans-disubstituted-1-aryl cyclopentenes instead of the expected cyclopentanones. The strategy works well with thienylidene tetralone also, leading to the tricyclic cyclopentene derivative.
Nair
Vijay
V
Organic Chemistry Section, Regional Research Laboratory (CSIR), Trivandrum 695 019, India. vijaynair_2001@yahoo.com
Vellalath
Sreekumar
S
Poonoth
Manojkumar
M
Suresh
Eringathodi
E