Indolo[2,3-a]quinolizine, stereoselective protonation
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
Building Block for the Synthesis of Indole Alkaloids: Stereoselective Protonation of Butyrolactone EnolateLithium butyrolactone enolate adds stereoselectively to pyridium salts 2 to form an intermediate for the indole alkaloid antirhine (1). The desired stereochemistry, determined by X-ray analysis, was obtained by a deprotonation-reprotonation step.
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