Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 32, No. 11, 1991, pp.2105-2110
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5745
Use of 2D Nmr for the Assignment of Structure of 1,3,2-oxazaphospholidin-2-ones

Camille A. Boulet,* Scott J. Tregear, and Arnold S. Hansen

*Defence Research Establishement Suffield, P.O. Box 4000, Medicine Hat, Alberta T1A 8K6, Canada


Reaction of a chiral amino alcohol with an alkyl phosphorodichloridate gives a mixture of diastereomeric 1,3,2-oxazaphospholidin-2-ones which are epimeric at phosphrous. Analysis by 1D and 2D nmr has shown that it is possible to establish the absolute configuration at phosphorus by nmr techniques. Specifically, stereospecific differences in chemical shifts and NOESY spectra for each isomer are used to establish the absolute stereochemistry at phosphorus for (4R,5S)-2-ethoxy-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one diasteremers.