Highly efficient stereocontrolled synthesis of Danishefsky's taxol CD ring key intermediate.
Danishefsky's taxol CD ring key intermediate is synthesized in 15 steps and 11.4% overall yield from a readily available starting material. Absolute stereochemistry of the starting material and stereocontrolled steps determine the absolute configuration of the five requisite contiguous stereocenters.
Brémond
Paul
P
Université Paul Cézanne, Institut des Sciences Moléculaires de Marseille (ISM2), UMR-CNRS-6263, Equipe STéRéO Campus Scientifique de Saint-Jérôme, Case 541 13397 Marseille Cedex 20, France.
Audran
Gérard
G
Monti
Honoré
H
D000077143:Docetaxel; D015394:Molecular Structure; D017239:Paclitaxel / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D043823:Taxoids / Q000737:chemistry
D020005:Propanols; D043823:Taxoids; D000077143:Docetaxel; C006463:allyl alcohol; D017239:Paclitaxel