Synthesis of the ester side chains of some potently antileukemic harringtonia alkaloids from chiral citrates.
The selective reduction of one of the three carboxyl groups of two chiral citric acid derivatives to the corresponding aldehydes, under Rosenmund conditions, are reported together with the application of these aldehydes to the syntheses of the ester side chains of some potently antileukemic Cephalotaxus alkaloids e.g. anhydroharringtonine.
Ancliff
Rachael A
RA
GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts., UK SG1 2NY.
Russell
Andrew T
AT
Sanderson
Adam J
AJ
D000470:Alkaloids / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry*; D032483:Cephalotaxus / Q000737:chemistry*; D002951:Citrates / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000470:Alkaloids; D000970:Antineoplastic Agents; D002951:Citrates; D004952:Esters