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. Author manuscript; available in PMC: 2019 Aug 22.
Published in final edited form as: J Am Chem Soc. 2018 Aug 9;140(33):10443–10446. doi: 10.1021/jacs.8b06957

Table 3.

Hydrothiolation of Various 1,3-Dienesa

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(A) Hydrotholation of unsymmetric dienesb
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(B) Hydrotholation of feedstock dienes(> 20:1 rr)
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a

Reaction conditions: 1 (0.4 mmol), 2 (0.2 mmol), Rh(cod)2SbF6 (1 mol%), L (1 mol%), DCE (0.4 mL), 30 °C, 5 h. Isolated yields. Ligand used in parentheses. Regioselectivity ratio (rr) is the ratio of 3 to 5, which is determined by 1H NMR analysis of reaction mixture. Enantioselectivity de-termined by chiral SFC.

b

Using Rh(cod)2SbF6 (5 mol%), L (5 mol%), 15 h.

c

13:1 rr