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ERIC Number: EJ814858
Record Type: Journal
Publication Date: 2008-Nov
Pages: 3
Abstractor: As Provided
Reference Count: 17
ISSN: ISSN-0021-9584
Borohydride Reduction of Estrone: Demonstration of Diastereoselectivity in the Undergraduate Organic Chemistry Laboratory
Aditya, Animesh; Nichols, David E.; Loudon, G. Marc
Journal of Chemical Education, v85 n11 p1535-1537 Nov 2008
This experiment presents a guided-inquiry approach to the demonstration of diastereoselectivity in an undergraduate organic chemistry laboratory. Chiral hindered ketones such as estrone, undergo facile reduction with sodium borohydride in a highly diastereoselective manner. The diastereomeric estradiols produced in the reaction can be analyzed and differentiated by thin-layer chromatography and melting point. (Contains 1 figure.)
Division of Chemical Education of the American Chemical Society. Subscription Department, P.O. Box 1267, Bellmawr, NJ 08099-1267. Tel: 800-691-9846; Tel: 856-931-5825; Fax: 856-931-4115; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Evaluative
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A