Chemoselective synthesis of tetrasubstituted furans via intramolecular Wittig reactions: mechanism and theoretical analysis.
Org Biomol Chem
; 11(31): 5156-61, 2013 Aug 21.
Article
em En
| MEDLINE
| ID: mdl-23817532
ABSTRACT
An efficient synthesis of tetrasubstituted furans was achieved from the corresponding α,ß-unsaturated ketone derivatives, acid chlorides, and Bu3P in the presence of Et3N via a chemoselective intramolecular Wittig reaction as the key step. The presence of an additional electron-withdrawing group in the α-position of Michael acceptors controlled the chemoselectivities of presumable phosphorus ylides in the intramolecular Wittig reactions, and their mechanisms were also investigated by DFT calculations.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Teoria Quântica
/
Furanos
Idioma:
En
Ano de publicação:
2013
Tipo de documento:
Article