An efficient protocol for the preparation of primary alcohols bearing a beta-chiral center via an oxazolidinone auxiliary mediated resolution, and application to the synthesis of 4,4-disubstituted piperidine substance P antagonists.
Lewis
R T
RT
Neuroscience Research Centre, Merck Sharp and Dohme Research Laboratories, Harlow, Essex, UK.
Ladduwahetty
T
T
Merchant
K J
KJ
Keown
L E
LE
Hitzel
L
L
Verrier
H
H
Stevenson
G I
GI
MacLeod
A M
AM
D000438:Alcohols / Q000138:chemical synthesis*; D002151:Calorimetry; D003979:Diazonium Compounds / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010080:Oxazoles / Q000138:chemical synthesis*; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D013373:Substance P / Q000037:antagonists & inhibitors*
D000438:Alcohols; D003979:Diazonium Compounds; D010080:Oxazoles; D010880:Piperidines; D013373:Substance P