Highly Diastereoselective Synthesis of the 1,1'-Binaphthol Unit on a Bile Acid Template

Bandyopadhyaya, Achintya K and Sangeetha, NM and Maitra, Uday (2000) Highly Diastereoselective Synthesis of the 1,1'-Binaphthol Unit on a Bile Acid Template. In: Journal of Oraganci Chemistry, 65 (24). pp. 8239-8244.

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Abstract

The use of 7-deoxycholic acid as a chiral template in the asymmetric syntheses of 1,1'-binaphthyl-2,2'-diol derivatives is reported. Intramolecular coupling of compounds 7 and 11 have been carried out with Mn(acac)(3) in CH3CN to afford coupled binaphthol products 8 and 12 with 65% and >99% diastereoselectivity, respectively. In both cases the predominant formation of the (S) isomers were predicted by computer modeling studies. This was confirmed in the case of compound 12.

Item Type:	Journal Article
Publication:	Journal of Oraganci Chemistry
Publisher:	American Chemical Society
Additional Information:	Copyright of this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	12 Aug 2009 08:05
Last Modified:	19 Sep 2010 04:58
URI:	http://eprints.iisc.ac.in/id/eprint/17770

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