Number of the records: 1

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

SYSNO ASEP	0345044
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Stereoselectivity of sodium borohydride reduction of saturated steroidal ketones utilizing conditions of Luche reduction
Author(s)	Šťastná, Eva (UOCHB-X)_ORCID Černý, Ivan (UOCHB-X) Pouzar, Vladimír (UOCHB-X) Chodounská, Hana (UOCHB-X)_{RID, ORCID}
Number of authors	4
Source Title	Steroids. - : Elsevier - ISSN 0039-128X Roč. 75, č. 10 (2010), s. 721-725
Number of pages	5 s.
Language	eng - English
Country	US - United States
Keywords	steroid ; synthesis ; stereoselectivity
Subject RIV	CC - Organic Chemistry
R&D Projects	GA203/08/1498 GA ČR - Czech Science Foundation (CSF)
	LC06077 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
UT WOS	000280046700014
DOI	10.1016/j.steroids.2010.04.010
Annotation	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.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
Year of Publishing	2011

Number of the records: 1