A 2,3-butanedione protected chiral glycine equivalent--a new building block for the stereoselective synthesis of enantiopure N-protected alpha-amino acids.
A new chiral glycine equivalent 7 has been synthesised from glycidol using a chiral memory protocol, and its use in the synthesis of N-Z protected alpha-amino acids was demonstrated in a series of diasteroselective lithium enolate alkylation reactions and subsequent acid hydrolyses.
Dixon
Darren J
DJ
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK CB2 1EW.
Harding
Christopher I
CI
Ley
Steven V
SV
Tilbrook
D Matthew G
DM
D000478:Alkylation; D000596:Amino Acids / Q000138:chemical synthesis*; D003931:Diacetyl / Q000737:chemistry; D006868:Hydrolysis; D008094:Lithium; D013237:Stereoisomerism
D000596:Amino Acids; D008094:Lithium; D003931:Diacetyl