STEREOSELECTIVE SYNTHESIS OF CIS-α,β-EPOXYESTERS AND ALDEHYDES VIA DIVALENT TIN ENOLATE. A SYNTHESIS OF 2-AMINO-2-DEOXY-D-ARABINITOL

Article abstract of DOI:10.1246/cl.1985.809

A convenient method for the stereoselective synthesis of cis-α,β-epoxyesters and aldehydes is established according to the Sn(OTf)2 mediated cross aldol reaction between α-bromo-α'-silyloxyketone and aldehyde.The reaction is applied to the stereoselective synthesis of 2-amino-2-deoxy-D-arabinitol.