Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2001; 2001(2): 0202-0205
DOI: 10.1055/s-2001-10789
DOI: 10.1055/s-2001-10789
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Neighbouring Group Participation in N-Methoxymethyl 7-Azanorbornanes 1: The Synthesis of N,N′-Methano-bridged Diazasesquinorbornanes, N3-[3]Polynorbornanes and CN3-[4]Polynorbornanes
Further Information
Publication History
Publication Date:
31 December 2001 (online)
A new tandem route to N,N′-methano-bridged diazasesquinorbornanes is reported in which 7-azabenzonorbornadienes are reacted with ester-activated N-(methoxymethyl)aziridinocyclobutanes to form adducts which immediately undergo N,N′-methanobridge formation by nucleophilic attack of the nitrogen lone pair of one N-bridge onto the methoxymethyl group attached to the adjacent N-bridge. Alternative routes to N,N′-methano-bridged structures of this type are discussed.
neighbouring-group - cycloadditions - bicyclic compounds - stereoselectivity