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.
Jahangir, D. B. MacLean, M. A. Brook and H. L. Holland, J. Chem. Soc., Chem. Commun., 1986, 1608 DOI: 10.1039/C39860001608
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