Organic Chemistry Portal

Abstracts

Search:

Synthesis of Hydantoins from Enantiomerically Pure α-Amino Amides without Epimerization

Dun Zhang, Xuechao Xing and Gregory D. Cuny*

*Laboratory for Drug Discovery in Neurodegeneration, Brigham & Women's Hospital and Harvard Medical School, 65 Landsdowne Street, Cambridge, Massachusetts 02139, Email: gcunyrics.bwh.harvard.edu

D. Zhang, X. Xing, G. D. Cuny, J. Org. Chem., 2006, 71, 1750-1753.

DOI: 10.1021/jo052474s (free Supporting Information)


Abstract

Enantiomerically pure hydantoins are prepared from optically pure α-amino amides utilizing triphosgene. A mechanism for the racemization observed with 1,1'-carbonyldiimidazole (CDI) for this type of reaction is proposed.

see article for more examples



Key Words

Hydantoins


ID: J42-Y2006-540