Publication
Title
Hydride-promoted ring expansion of 2-azaspiropyrrolinium salts : an approach towards the synthesis of (-)-nitramine
Author
Abstract
An enantioselective approach toward the synthesis of the spiroalkaloid (-)-nitramine was achieved by electrophile-induced cyclization of a suitably substituted and protected chiral alpha-allylcyc lohexanecarboxaldi mine. Its hydride-promoted ring expansion after spirocyclization gave rise to the competitive formation of isomeric spiropyrrolidines and a spiropiperidine, the latter being further transformed into (-)-nitramine.
Language
English
Source (journal)
Synlett : accounts and rapid communications in synthetic organic chemistry. - Stuttgart, 1989, currens
Publication
Stuttgart : 2005
ISSN
0936-5214 [print]
1437-2096 [online]
Volume/pages
11 (2005) , p. 1726-1730
ISI
000230448500017
Full text (Publisher's DOI)
UAntwerpen
Faculty/Department
Publication type
Subject
External links
Web of Science
Record
Identification
Creation 28.01.2013
Last edited 26.09.2021