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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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|
|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|
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