A Novel Enantioselective Synthesis of Spiro-Oxindoles : Analogs of Horsifiline and Spirotryprostatin

Spiro-Pyrrolidine-Oxindole is a recurring structural element that has been identified in numerous alkaloids and pharmacologically active compounds. These spiro-fused ring systems embody stereochemical and structural complexities that continue to challenge the synthetic chemist. This book describes a novel enantioselective synthesis of the spiro-pyrrolidine-oxindole ring system in a highly convergent manner.The key steps for the synthesis involve 1,3-dipolar cycloaddition reaction to form the pyrrolidine ring system and radical reaction for the formation of quarternary center. The present synthesis is efficient and would allow preparation of a library of compounds for biological screening.