J. Ezquerra, C. Pedregal, A. Rubio
Sep 17, 1993
Citations
1
Influential Citations
61
Citations
Journal
Tetrahedron
Abstract
Abstract The lithium enolates of N-Boc protected pyroglutamic ethyl or tert -butyl esters react with electrophiles in good yield without epimerization of the chiral centre. With benzyl bromides the process is stereospecific, yielding exclusively the trans isomer. However, with other reactive electrophiles a 2:1 trans/cis diastereomeric mixture was obtained, regardless of the steric bulk of the ester group.