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■ Synthesis of Vinca Alkaloids and Related Compounds LXXXVIII. Highly Enantioselective Synthesis of (+)-Vincamine

Tamás Nagy, Lajos Szabó, György Kalaus, and Csaba Szántay*

*Institute for Organic Chemistry, Technical University Budapest, H-1521 Budapest, P.O. Box 91Gellért tér 4, Hungary

Abstract

The interaction of the chiral malonic ester derivative (5) with formaldehyde and Wenkert enamine (1) yields the tetrahydropyranoindoloquinolizine (6), from which a highly enantioselective synthesis of the commercially important alkaloid (+)-vincamine (12) was achieved.