Synthesis of 3-(4-Oxo-4H-quinolizinyl-3) and 3-(4-Oxo-4H-pyridino[1,2-a]pyrimidinyl-3) substituted lactic acid derivatives†
Dedicated to the memory of the late Professor Raymond N. Castle
Abstract
A one-step ‘ring switching’ transformation of (S)-3-[(dimethylamino)methylidene]-5-(methoxycarbonyl)tetrahydrofuran-2-one (4) with 2-pyridineacetic acid derivatives (5–7) and 2-aminopyridines (8, 9) afforded the corresponding 3-(4-oxo-4H-quinolizinyl-3)- (15–17) and 3-(4-oxo-4H-pyridino[1,2-a]pyrimidinyl-3)-2-hydroxypropanoates (18, 19), respectively.