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Saturday, 13 September 2014

(R)-2-((2-Methyl-1,3-dithian-2-yl)methyl)oxirane

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Rf 0.24 (PE: Et2O 5:1); 

[α]D25 +4.5 (c 0.33, CHCl3); 

IR (neat, cm-1): 3046, 2909, 2828, 1480, 1445, 1419, 1373, 1277, 1257, 1239, 
1125, 1086, 1061, 1000, 959, 938, 906, 864, 848, 826, 757, 723, 678, 661; 

1H NMR (400 MHz, CDCl3): 
δ = 3.05 (1H, dddd, J = 6.4, 4.7, 4.1, 2.7; H2), 
2.84-2.69 (4H, m; H6,7),
2.65 (1H, dd, J = 5.1, 4.1; H1a),
 2.39 (1H, dd, J = 5.1, 2.7; H1b), 
2.12 (1H, dd, J = 14.7, 4.7; H3a), 
1.94 (1H, dd, J = 14.7, 6.4; H3b), 
1.93-1.75 (2H, m; H8), 1.57 
(3H, s; H5); 

13C NMR (100 MHz, CDCl3): δ = 48.6 (C2), 47.3 (C4), 46.1 (C1), 43.8 (C3), 28.0 (C5), 26.2 (C6), 
26.1 (C7), 24.6 (C8);

 HRMS (EI) calc. for C8H15OS2+ [M]+ 190.0481, found 190.0474; 

characterization data in 
agreement with the literature.1

Fürstner, A.; Kattnig, E.; Kelter, G.; Fiebig, H.-H. Chem.–Eur. J. 2009, 15, 4030-4043
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