Abstract

The tri-n-butyltin hydride-mediated reaction of methyl 2,3-di-O-benzyl-4-O- trans-cinnamyl-6-deoxy-6-(2-iodobenzoylamino)-α-D-galactopyranoside afforded an unexpected aryltributyltin compound. The structure of this new tetraorganotin(IV) product has been elucidated by 1H, 13C NMR spectroscopy, COSY and HMQC experiments and electrospray ionization mass spectrometry (ESI-MS). The formation of this new compound via a radical coupling reaction and a radical addition-elimination process is discussed. ©2007 Sociedade Brasileira de Química.