A convenient route to enantiomerically pure 2-substituted methyl glycerate derivatives.
[reaction: see text] The lithium enolate of a butanediacetal-protected glycerate derivative undergoes efficient and diastereoselective alkylation to afford a new fully substituted stereogenic center. These compounds may be elaborated to stable 2-substituted glyceraldehyde derivatives.
Ley
Steven V
SV
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. svl1000@cam.ac.uk
Michel
Patrick
P
Trapella
Claudio
C
D000478:Alkylation; D018360:Crystallography, X-Ray; D005985:Glyceraldehyde / Q000031:analogs & derivatives* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D005985:Glyceraldehyde