Synthesis of allylic alcohols from oxazolinyloxiranes.
J Org Chem
; 67(24): 8351-9, 2002 Nov 29.
Article
em En
| MEDLINE
| ID: mdl-12444611
ABSTRACT
Lithium diisopropylamide (LDA) (or s-BuLi/TMEDA) in diethyl ether promotes smooth ring opening of oxazolinyl alkyl oxiranes to give oxazolinyl allylic alcohols, which are masked Baylis-Hillman adducts, in good to excellent yields. An E2-E1cb-like syn-beta-elimination is proposed to explain the easy base-promoted isomerization of the studied oxiranes.
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01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2002
Tipo de documento:
Article
País de afiliação:
Itália