Synthesis and structure of some cis-and trans-myrtanylstannanes

Enantiomerically pure cis- and trans-myrtanylstannanes cis-MyrSnPh3 (1), trans-MyrSnPh3 (2), cis-MyrSnPh2Cl (3), trans-MyrSnPh2Cl (4), cis-MyrSnPhCl2 (5), trans-MyrSnPhCl2 (6), cis-MyrSnCl3 (7), trans-MyrSnCl3 (8) were synthesized and fully characterized by 1H, 13C and 119Sn NMR spectroscopy. The molecular structures of 1, 3, 6, 7, and [trans-MyrSn(OH)Cl2 · H2O]2 (8a) a hydrolysis product of 8, were determined by X-ray crystallography.

The syntheses of enantiomerically pure cis- and trans-myrtanylstannanes 1–8 starting from (−)-β-pinene is described. The full characterization of 1–8 was achieved by 1H, 13C, 119Sn NMR spectroscopy and in selected cases by X-ray crystallography.Figure optionsDownload as PowerPoint slide