Total synthesis of (±)-rhazinal, an alkaloidal spindle toxin from Kopsia teoi

…, JA Smith, E Hamel, P Verdier-Pinard

Index: Banwell, Martin G.; Edwards, Alison J.; Jolliffe, Katrina A.; Smith, Jason A.; Hamel, Ernest; Verdier-Pinard, Pascal Organic and Biomolecular Chemistry, 2003 ,  vol. 1,  # 2  p. 296 - 305

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Citation Number: 61

Abstract

In 1998 Kam and co-workers reported on the isolation of the alkaloid (−)-rhazinal (1) from the stem extracts of a Malayan Kopsia species. 1 The compound had also been prepared by Vilsmeier–Haack formylation 2 of the closely related alkaloid (−)-rhazinilam (2), first isolated in 1965 from Melodinus australia, 3 then again in 1970 from Rhazya stricta (Apocynaceae) 4 and most recently (1987) from the Malaysian plant Kopsia singapurensis (Ridlay). 5 ...