Concise construction of novel bridged bicyclic lactams by sequenced Ugi/RCM/Heck reactions.
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.
Ribelin
Timothy P
TP
Medicinal Chemistry Technologies, Advanced Technology, Abbott Laboratories, 100 Abbott Park Road, Abbott Park, Illinois 60064, USA.
Judd
Andrew S
AS
Akritopoulou-Zanze
Irini
I
Henry
Rodger F
RF
Cross
Jeffrey L
JL
Whittern
David N
DN
Djuric
Stevan W
SW
D018360:Crystallography, X-Ray; D003500:Cyclization; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D007769:Lactams