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Concise construction of novel bridged bicyclic lactams by sequenced Ugi/RCM/Heck reactions.

Authors :
Ribelin TP
Judd AS
Akritopoulou-Zanze I
Henry RF
Cross JL
Whittern DN
Djuric SW
Source :
Organic letters [Org Lett] 2007 Nov 22; Vol. 9 (24), pp. 5119-22. Date of Electronic Publication: 2007 Nov 01.
Publication Year :
2007

Abstract

Herein we report a concise protocol for the diastereoselective synthesis of novel bridged bicyclic lactams from commercially available components by the sequence of Ugi, ring-closing metathesis (RCM), and Heck reactions. X-ray diffraction studies revealed that the bicyclic products contain varying degrees of pyramidalization of the bridgehead nitrogen atom.

Details

Language :
English
ISSN :
1523-7060
Volume :
9
Issue :
24
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
17973488
Full Text :
https://doi.org/10.1021/ol7023373