Applications of the amino-Cope rearrangement: synthesis of tetrahydropyran, delta-lactone and piperidine targets.
We report a novel approach to some chiral tetrahydropyran and delta-lactone targets that utilizes the asymmetric amino-Cope rearrangement as a key synthetic step. Products of amino-Cope rearrangement chemistry have also been applied to access piperidine targets, further demonstrating the potential of the methodology.
Allin
Steven M
SM
Department of Chemistry, Loughborough University, Loughborough, Leicestershire, UK LE11 3TU. s.m.allin@lboro.ac.uk
Essat
Munira
M
Pita
Catarina Horro
CH
Baird
Robert D
RD
McKee
Vickie
V
Elsegood
Mark
M
Edgar
Mark
M
Andrews
David M
DM
Shah
Pritom
P
Aspinall
Ian
I
D018360:Crystallography, X-Ray; D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007783:Lactones; D010880:Piperidines; D011714:Pyrans