Enantioselective allyltitanation. Efficient synthesis of the C1-C14 polyol subunit of amphotericin B

S BouzBouz; J Cossy

doi:10.1021/ol0063914

Enantioselective allyltitanation. Efficient synthesis of the C1-C14 polyol subunit of amphotericin B

Org Lett. 2000 Dec 14;2(25):3975-7. doi: 10.1021/ol0063914.

Authors

S BouzBouz¹, J Cossy

Affiliation

¹ Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France.

PMID: 11112621
DOI: 10.1021/ol0063914

Abstract

[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.

MeSH terms

Aldehydes / chemistry
Amphotericin B / chemical synthesis*
Amphotericin B / chemistry
Antifungal Agents / chemical synthesis*
Antifungal Agents / chemistry
Magnetic Resonance Spectroscopy
Oxidation-Reduction
Stereoisomerism

Substances

Aldehydes
Antifungal Agents
Amphotericin B