Brønsted acid activation of alpha-diazo imide: a syn-selective glycolate Mannich reaction.
A novel alpha-diazo imide reagent and its activation by strong Brønsted acid is shown to produce the product of a syn-glycolate Mannich transform with high diastereoselection.
Troyer
Timothy L
TL
Department of Chemistry & Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, TN 37235-1822, USA.
Muchalski
Hubert
H
Johnston
Jeffrey N
JN
D000143:Acids / Q000737:chemistry; D006016:Glycolates / Q000737:chemistry*; D007094:Imides / Q000737:chemistry*; D013237:Stereoisomerism
D000143:Acids; D006016:Glycolates; D007094:Imides; C031149:glycolic acid