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Abstract
Ph3SnCH2CH2CH(NHCOOCH2Ph)COOCH3 (1) is synthesized by hydrostannation of methyl N-(benzyloxycarbonyl)vinylglycinate with Ph3SnH. The reaction of 1 with HCl in CH3OH and with bromine in CHCl13 yields the halostannylsubstituted compounds Ph3-nXnSnCH2CH2CH(NHCOOCH2Ph)COOCH3 (2 - 4) (n = 1, 2; X = Cl, Br). By saponification with one equivalent of NaOH and subsequent acidification with HCl 1 is transformed into the free acid Ph3SnCH2CH2CH(NHCOOCH2Ph)COOH (5) that undergoes cyclization into the 1,2-oxastanninane 6 with intramolecular elimination of benzene. IR, NMR data and the determination of the crystal structure of Ph2BrSnCH2CH2CH(NHCOOCH2Ph)COOCH3(3) reveal for 2 and 3 an intramolecular coordination of the NC(O)O-group at the tin atom to form a seven-membered ring
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