Synthesis of the alkaloids julandine and ipalbidine-use of silicon (IV) chloride

JE Cragg, SH Hedges, RB Herbert

Index: Cragg, John E.; Hedges, Stuart H.; Herbert, Richard B. Tetrahedron Letters, 1981 , vol. 22, # 22 p. 2127 - 2130

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Citation Number: 16

Abstract

Abstract Titanium (IV) chloride and silicon (IV) chloride with high oxygen affinity are the best Lewis acid catalysts, of a number tested, for cyclisation of an enamine-ketone (1) leading to the alkaloid, julandine (2); cyclisation of (6) in methanol solution without catalyst yields O- methylipalbidine (7).