Activated imines as carbon electrophiles: applications in alkaloid synthesis

DB MacLean, MA Brook, HL Holland

Index: Jahangir; MacLean, David B.; Brook, Michael A.; Holland, Herbert L. Journal of the Chemical Society, Chemical Communications, 1986 ,  # 21  p. 1608 - 1609

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Abstract

3, 4-Dihydroisoquinolines and 3, 4-dihydro-β-carbolines react with trimethylsilyl trifluoromethanesulphonate to form complexes that react readily with the lithio derivatives of 3-cyano-4-methylpyridines; the method has been applied to the synthesis of the Alangium alkaloids,(±)-alangimaridine and alangimarine.