Chemoenzymatic taxanes approach using both enantiomers of the same building block. 2. Taxol CD ring unit.
[reaction: see text] The enantioselective synthesis of the Taxol CD ring unit has been achieved starting from an enantiopure building block, the enantiomer of those previously utilized in the synthesis of the A ring unit. The key features of the present synthesis are astute use of both enantiomers of the same building block and complete control in the construction of five consecutive chiral centers.
Uttaro
Jean-Pierre
JP
Laboratoire de Réactivité Organique Sélective, U.M.R. 6180 Chirotechnologies: catalyse et biocatalyse, Université Paul Cézanne, Aix-Marseille III, 13397 Marseille Cedex 20, France.
Audran
Gérard
G
Monti
Honoré
H
D002384:Catalysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D017239:Paclitaxel / Q000138:chemical synthesis*; D013237:Stereoisomerism; D043823:Taxoids / Q000737:chemistry*
D007202:Indicators and Reagents; D043823:Taxoids; D017239:Paclitaxel