A nonselective dihdydrazide-dicarbamate transformation

Authors
Stanescu, MD Caracoti, A Chiraleu, F
Citation
Md. Stanescu et al., A nonselective dihdydrazide-dicarbamate transformation, REV RO CHIM, 44(1), 1999, pp. 49-53
Citations number
21
Categorie Soggetti
Chemistry
Journal title
REVUE ROUMAINE DE CHIMIE
ISSN journal
00353930 → ACNP
Volume
44
Issue
1
Year of publication
1999
Pages
49 - 53
Database
ISI
SICI code
0035-3930(199901)44:1<49:ANDT>2.0.ZU;2-7
Abstract
The azide preparation followed by Curtius rearrangement starting from each diastereomeric dihydrazides of cis and trans 9,10-dihydro-9,10-ethanoanthra cene-11,12-dicarboxylic acids leads, unexpectedly, to a mixture of the corr esponding dicarbamates. This peculiar nonstereoselective transformation was explained by considering an intermediate: enolization step. A number of ex perimental data sustains the proposed mechanism.