POSSIBLE NEW APPLICATIONS OF THE REFORMAT ZKY REAGENT TO THE SYNTHESIS OF SUBSTITUTED ETHYL ACETATES

Authors
BOTT K
Citation
K. Bott, POSSIBLE NEW APPLICATIONS OF THE REFORMAT ZKY REAGENT TO THE SYNTHESIS OF SUBSTITUTED ETHYL ACETATES, Tetrahedron letters, 35(4), 1994, pp. 555-556
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
4
Year of publication
1994
Pages
555 - 556
Database
ISI
SICI code
0040-4039(1994)35:4<555:PNAOTR>2.0.ZU;2-N
Abstract
When generated in dichloromethane, the Reformatzky reagent from ethyl bromoacetate can react with diphenylchloromethane, 1-bromoadamantane a nd 1-phenylethyl chlorides to form the corresponding alpha -substitute d ethyl acetates in excellent to good yields. The mechanism of these R eformatzky reactions is interpreted in terms of a carbocation as inter mediate which originates from the interaction of the alkyl halide with the organozinc bromide.