Organic & biomolecular chemistry

Practical formal total synthesis of (rac)-and (S)-camptothecin

R Peters, M Althaus, AL Nagy

Index: Peters, Rene; Althaus, Martin; Nagy, Anne-Laure Organic and Biomolecular Chemistry, 2006 , vol. 4, # 3 p. 498 - 509

Full Text: HTML

Citation Number: 24

Abstract

A practical, efficient and scalable formal total synthesis of (rac)-and (S)-camptothecin is described, which proceeds via the known DE ring building blocks 19 and (S)-19, respectively. The racemic synthesis starts from diethyl oxalate and uses straightforward carbonyl chemistry in order to generate the pyridone ring system. 19 was formed in 8.4% overall yield over 9 linear steps avoiding any chromatographic purification. The ...