Journal
SYNTHESIS-STUTTGART
Volume -, Issue 3, Pages 405-408Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1032133
Keywords
(R,R)- and (S,S)-Norphos; (R,R)- and (S,S)-2,3-bis(diphenylphosphanyl)bicyclo[2.2.1]hept-5-ene; enantioselective catalysis; ligand
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Oxidation of (E)-1,2-bis(diphenylphosphanyl)ethene with hydrogen peroxide gave (E)-1,2-bis(diphenylphosphoryl)ethene. Diels-Alder reaction of (E)-1,2-bis(diphenylphosphoryl)ethene with cyclopentadiene yielded 2,3-bis(diphenyl-phosphoryl)bicyclo[2.2.1]hept-5-ene (NorphosO). rac-NorphosO was resolved with O,O-dibenzoyltartaric acid. (R,R)- and (S,S)-NorphosO were reduced with trichlorosilane to give 2,3-bis(diphenylphosphanyl)bicyclo[2.2.1 ]hept-5-ene [(R,R)- and (S,S)-Norphos].
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