HETEROCYCLES

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: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

■ Diasterospecific Etherification and Diasteroselective Monobromination of (R)-(—)-1-(2-Hydroxy-1-phenylethyl)-3,4-dihydropyridin-2(1H)-one

Anna Vargas, María L. Orea,* Joel L. Terán, David M. Aparicio, Jorge R. Juárez, Raúl G. Enríquez, and Dino Gnecco

*Centro de Química, Instituto de Ciencias, Benemérita Universidad Autónoma de Puebla, Edif. IC9 Complejo de Ciencias, C.U., 72570 Puebla, Mexico

Abstract

A one pot diasterospecific etherification and diasteroselective monobromination with bromine or N-bromosuccinimide (NBS) of the endocyclic enamide (R)-(—)-1-(2-hydroxy-1-phenylethyl)-3,4-dihydropyridin-2(1H)-one 1 is described. The enantiopure 8-bromo-3-phenyltetrahydro-2H-oxazolo[3,2-a]pyridin-5(3H)-ones trans-2 and cis-2 were obtained in good yield, fully characterized and its relative stereochemistry was unambiguously assigned via single-crystal X-ray structure.