Tetrahedron Letters p. 3747 - 3750 (1996)
Update date:2022-07-29
Topics:
Gennari, Cesare
Pain, Gilles
Boron enolates derived from tert-butyl α-halothioacetate and bearing menthone-derived chiral ligands react with imines with excellent diastereo- and enantiocontrol to give syn α-halo-β-aminothioesters, which can be converted to the corresponding aziridines by simple ring closure during LAH reduction. A key precursor of antibiotics (+)-thiamphenicol and (-)-florfenicol was synthesized.
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