Highly diastereoselective TiCl4 mediated addition of (E)-cinnamyl(tributyl)tin to α-keto esters

Basavaiah, Deevi ; Sreenivasulu, Bandaru (2002) Highly diastereoselective TiCl4 mediated addition of (E)-cinnamyl(tributyl)tin to α-keto esters Tetrahedron Letters, 43 (16). pp. 2987-2990. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(02)00417-3

Abstract

Highly syn-(87-98%) diastereoselective addition of (E)-cinnamyl(tributyl)tin to α-keto esters under the influence of titanium tetrachloride, leading to the isolation of pure alkyl syn-2-aryl-2-hydroxy-3-phenylpent-4-enoates in 50-80% yields, is described. High syn-(87-98%) diastereoselective addition of (E)-cinnamyltin to α-keto esters under the influence of titanium tetrachloride, leading to the isolation of pure alkyl syn-2-aryl-2-hydroxy-3-phenylpent-4-enoates in 50-80% yields, is described.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Allylation; Titanium Tetrachloride; α-keto Esters; Cinnamyl(tributyl)tin; Diastereoselectivity
ID Code:3919
Deposited On:18 Oct 2010 09:26
Last Modified:18 Oct 2010 09:26

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