Bandyopadhyaya, Achintya K. ; Sangeetha, N. M. ; Maitra, Uday (2000) Highly diastereoselective synthesis of the 1,1'-binaphthol unit on a bile acid template Journal of Organic Chemistry, 65 (24). pp. 8239-8244. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo000703z
Related URL: http://dx.doi.org/10.1021/jo000703z
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: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 21180 |
| Deposited On: | 20 Nov 2010 08:56 |
| Last Modified: | 26 Feb 2011 09:37 |
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