Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 30, Pages 7872-7881Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200600420
Keywords
asymmetric synthesis; chiral auxiliaries; cyclocondensation; dynamic kinetic resolution; enantioselectivity; piperidines
Categories
Ask authors/readers for more resources
A straightforward procedure for the synthesis of enantiopure polysubstituted piperidines is reported. It involves the direct generation of chiral non-racemic oxazolo[3,2-a]piperidone lactams that already incorporate carbon substituents on the heterocyclic ring and the subsequent removal of the chiral auxiliary. The key step is a cyclocondensation reaction of (R)-phenylglycinol or other amino alcohols with racemic or prochiral delta-oxo (di)acid derivatives in highly stereoselective processes involving dynamic kinetic resolution and/or desymmetrization of diastereotopic or enantiotopic ester groups.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available