Inverse temperature dependence in the diastereoselective addition of Grignard reagents to a tetrahydrofurfural.
Org Lett
; 11(10): 2057-60, 2009 May 21.
Article
em En
| MEDLINE
| ID: mdl-19326896
ABSTRACT
A remarkable example of inverse-temperature-dependent diastereoselectivity was uncovered while investigating the addition of Grignard reagents to a 3-hydroxytetrahydrofurfural. The free hydroxyl group in the tetrahydrofurfural was found to play a key role in these processes, a result corroborated through a series of DFT calculations that also highlighted an entropic preference for the formation of one diastereomer.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Furaldeído
/
Modelos Químicos
Idioma:
En
Revista:
Org Lett
Ano de publicação:
2009
Tipo de documento:
Article