Tetrahedron

Efficient synthesis and biological activity of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative

K Ohata, S Terashima

Index: Ohata, Kohei; Terashima, Shiro Tetrahedron, 2009 , vol. 65, # 11 p. 2244 - 2253

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Citation Number: 3

Abstract

The title total synthesis was achieved by employing deconjugative asymmetric α- sulfenylation of the chiral 3-(α, β, γ, δ-unsaturated acyl) oxazolidin-2-one with a 3, 3- dimethoxypropyl methanethiosulfonate as a key step. From the biological activity assay carried out using the title compounds, it appeared evident that in vitro antibacterial and mammalian type I FAS inhibitory activity can be cleanly separated by changing not only ...