Ms. Gulzar et al., CONTROL OF THE REGIOSELECTIVITY OF N-NUCLEOPHILE ADDITION TO N-CARBONYL PROTECTED DEHYDROALANINES - A MODEL FOR THE AMMONIA-LYASE ENZYMES, Journal of the Chemical Society, Chemical Communications, (10), 1995, pp. 1061-1062
The regioselectivity of the addition of N-nucleophiles to N-carbonyl p
rotected dehydroalanine derivatives, beta-conjugate addition vs. alpha
-imine capture, can be controlled completely by varying the N-protecti
ng group, or, the carboxy protecting group thereby providing a model f
or the chemistry of dehydroalanine residues within enzymes.