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(a) Ciminiello, P.; Fattorusso, E.; Forino, M.; Di Rosa, M.; Ianaro, A.; Poletti, R. J. Org. Chem. 2001, 66, 578-582.
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Ciminiello, P.; Dell'Aversano, C.; Fattorusso, E.; Forino, M.; Magno, S.; Di Meglio, P.; Ianaro, A.; Poletti, R. Tetrahedron 2004, 60, 7093-7098.
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24
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For pioneering studies on this class of molecules, see: a
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For pioneering studies on this class of molecules, see: (a) Elovson, J.; Vagelos, P. R. Biochemistry 1970, 9, 3110-3126.
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For recent reviews on enantioselective halogenations, see: (a) Ibrahim, H.; Togni, A. Chem. Commun. 2004, 1147-1155.
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The stereochemistry of each chloroalkene (6a and 6b) was unambiguously confirmed by NOE experiments. The selective production of 3-chloro-substituted alkene is presumably attributed to the preferential attack of a chlorideion at the less hindered site where interaction with the bulky tert-butyldiphenylsilyl substituent is avoidable.SRSR
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The stereochemistry of each chloroalkene (6a and 6b) was unambiguously confirmed by NOE experiments. The selective production of 3-chloro-substituted alkene is presumably attributed to the preferential attack of a chlorideion at the less hindered site where interaction with the bulky tert-butyldiphenylsilyl substituent is avoidable.SRSR
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