The enantiospecific synthesis of novel lysine analogues incorporating a pyrrolidine containing side chain
Two novel analogues of lysine have been prepared in high enantiomeric and diastereomeric purity. These unnatural α-amino acids possess modified aminoalkyl side chains incorporating a pyrrolidine nucleus as a cyclic constraint.
Murray, Peter John,Starkey, Ian D.,Davies, John E.
Stereoselective Reactions of Lithium Enolates Derived from N-BOC Protected Pyroglutamic Esters
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 tans/cis diastereometric mixture was obtained, regardless of the steric bulk of the ester group.
Ezquerra, Jesus,Pedregal, Concepcion,Rubio, Almudena,Yruretagoyena, Belen,Escribano, Ana,Sanchez-Ferrando, Francisco
p. 8665 - 8678
(2007/10/02)
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