Diorganotin(IV) compounds derived from n‐methyl‐2,2′‐diphenolamine and 2,2′‐diphenolamine

The reaction of N‐methyl‐2,2′‐diphenolamine 1 and 2,2′‐diphenolamine 2 with some diorganotin(IV) oxides [R1/2SnO: R¹ = Me, n‐Bu, t‐Bu and Ph] led to the syntheses of diorgano[N‐methyl‐2,2′‐diphenolato‐O,O′,N]tin (IV) 3–6 and diorgano[2,2′‐diphenolato‐O,O′,N]tin (IV) 7–9 . All compounds (except 7 ) studied in this work were characterized by ¹H, ¹³C, ¹¹⁹Sn NMR, infrared, and mass spectroscopy. Their ¹¹⁹Sn NMR data show that the tin atom is tetracoordinated in CDCl₃ but penta and hexacoordinated in DMSO‐d₆. © 1999 John Wiley & Sons, Inc. Heteroatom Chem 10: 133–139, 1999     

Syntheses and characterization of new (2S)-2-hydroxy-1,4-oxazin-3-ones derived from β-aminoalcohols

The reactions of methyl glyoxylate hemiacetal 1 with 2-(methylamino)ethanol 2 , (1R,2S)-(–)-ephedrine 3 and (1S,2S)-(+)-pseudoephedrine 4 provide the (2S)-2-hydroxy-1,4-oxazin-3-ones 2a , 3a , 4a in good yield. They were characterized by ¹H, ¹³C, NMR, and infrared and mass spectroscopy. The structures of 2a and 3a were established by X-ray diffraction. The configuration of C₂ (S) is demonstrated by ¹H NMR data and confirmed for compounds 2a and 3a by single-crystal X-ray diffraction studies. © John Wiley & Sons, Inc.