References
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- The optimized cyclization conditions for each allylic precursors were determined through our previous systematic studies on leaving groups, catalysts and solvents which are related to the reference 4
- The structures of each isomers were confirmed by the careful analysis of spectral data. The final structural confirmation of the desired isomer was inferred from the mercuricyclization of the amino-olefins 13 and 16. Spectral data for the cyclopentane 9a as a representative cyclization product: IR (neat) 2220 cm-1; 1H NMR (CDCl3, 400 MHz) δ 7.79 (d, 2H, J = 7.2 Hz), 7.77 (t, 1H, J = 7.2 Hz), 7.55 (m, 2H), 5.67 (ddd, 1H, J = 17.2, 9.6, 7.6 Hz), 5.00 (d, 1H, J = 9.6 Hz), 4.98 (d, 1H, J = 17.2 Hz), 3.27 (m, 1H), 2.59 (m, 1H), 1.81–1.52 (m, 5H); 13C NMR (CDCl3, 100 MHz) δ 144.2, 134.6, 130.7, 129.1, 118.3, 117.5, 117.3, 68.0, 44.6, 42.9, 31.8, 31.3, 25.3, 24.2, 19.3; Anal. Calcd for C14H15N1O2S1: C, 64.34; H, 5.79; N, 5.34. Found: C, 64.71; H, 5.89; N, 5.29
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- The mercuricyclizations of the diastereomerically pure amino-olefins 13 and 16 did not provide the diastereoselectivities. At present, studies on the diastereoselective cyclization of amino-olefins are in progress
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