Počet záznamů: 1

Stereoselectivity of sodium borohydride reduction of saturated steroidal ketones utilizing conditions of Luche reduction

  1. 1.
    0345044 - UOCHB-X 2011 RIV US eng J - Článek v odborném periodiku
    Šťastná, Eva - Černý, Ivan - Pouzar, Vladimír - Chodounská, Hana
    Stereoselectivity of sodium borohydride reduction of saturated steroidal ketones utilizing conditions of Luche reduction.
    Steroids. Roč. 75, č. 10 (2010), s. 721-725 ISSN 0039-128X
    Grant CEP: GA ČR(CZ) GA203/08/1498; GA MŠk(CZ) LC06077
    Výzkumný záměr: CEZ:AV0Z40550506
    Klíčová slova: steroid * synthesis * stereoselectivity
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 3.106, rok: 2010

    A series of keto steroids were reduced with sodium borohydride in the presence of cerium(III) chloride or samarium(III) iodide (Luche reduction). The ratios of axial and equatorial alcohols were determined by HPLC and the results were compared with those obtained by a standard sodium borohydride reduction. The best results were obtained with the 2-keto derivative 1, 7-keto derivatives 5 and 6, and 12-keto derivative 8.The Luche reduction of the 20-keto derivative 11 improved the proportion of the (20S)-alcohol in a mixture of (20S)/(20R) alcohols.
    Trvalý link: http://hdl.handle.net/11104/0186411