Enantioselective allyltitanation. Efficient synthesis of the C1-C14 polyol subunit of amphotericin B.
[structure] An efficient synthesis of the C(1)-C(14) fragment of amphotericin B is described. This synthesis is based on the formation of syn-1,3-diols from enantioselective allyltitanation of unprotected beta-hydroxyaldehydes.
BouzBouz
S
S
Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
Cossy
J
J
D000447:Aldehydes / Q000737:chemistry; D000666:Amphotericin B / Q000138:chemical synthesis* / Q000737:chemistry; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D000447:Aldehydes; D000935:Antifungal Agents; D000666:Amphotericin B