Event Information

Matthew G. Poferl (Duke University)
SYNTHESIS OF UNUSUAL OPTICALLY ACTIVE γ-HYDROXY-α-AMINO ACIDS VIA 1,3-DIPOLAR CYCLOADDITIONS OF NITRONES AND ALKENES
Abstract:

The Baldwin group has recently developed a methodology that provides access to optically active, non-proteinogenic α-amino carboxylic acids, in particular, acids that have been oxygenated at the γ position γ-Hydroxy-α-amino acids and their lactones are relatively common building blocks seen in a vast array of bioactive compounds derived from natural products. The synthesis of two of the γ-hydroxyleucines (1a,b) naturally occurring in phallotoxins will be discussed in detail using the 1,3-dipolar cycloaddition methodology developed by the Baldwin group. Also, this method was utilized in the synthesis of a third γ-hydroxy-α-amino acid, 4-carboxy-4-hydroxy-2-aminoadipic acid (1c), found in the fern Caylusea abyssinica.

Master's Thesis Defense Seminar

Monday, April 30, 2007, 11:00am
Student Exams Seminar