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  • 1
    Electronic Resource
    Electronic Resource
    Enantioselectivity of the Transfer of Hydrogen Atoms to Acyclic Prochiral Carbon-Centred Radicals Using Chiral Tin Hydrides (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 177-181 
    Details
    ISSN: 1434-193X
    Keywords: Radicals ; Chiral tin hydrides ; Enantioselective radical reactions ; Reductions ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Racemic α-bromo esters 2 have been reduced via prochiral radicals 5 with low to moderate enantioselectivities using chiral tin hydrides 1 with a stereogenic tin atom containing chiral 2-[(1-dimethylaminoalkyl)phenyl] ligands. The tin hydrides 1 were mixtures of diastereomers. It could be shown that the minor diastereomer of tin hydrides 1a and 1b reacts with good enantioselectivity whereas the major diastereomer reacts almost unselectively. The observed enantioselectivities are also strongly influenced by steric effects of the substituents attached to the radical centre.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis of Novel Optically Active Tin Hydrides Containing Chiral Ligands (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 1539-1546 
    Details
    ISSN: 0009-2940
    Keywords: Chiral tin hydrides ; Chiral hydrogen donors ; Tin ; Ligand effects ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The synthesis of the chiral tin bromides 1-4 and hydrides 5-8, containing the potentially bidentate, optically active 2-[ (1 S/R)- 1 -dimethylaminoethyl]phenyl and 2 -[( 1 S) - 1 -dimethylamino-2,2-dimethylpropyl]phenyl ligands, is reported. The tin hydrides 5-8, with the tin atom as the stereogenic centre, were isolated as diastereomeric mixtures with diastereomeric ratios of dr = 50:50 up to dr = 80:20. The absolute configuration of ( - ) - (1 S)- 1 - (2-bromophenyl) -2,2-dimethylpropylamine [(S)-10] was determined by single-crystal X-ray structure analysis.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971301030
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