Asymmetric cyclopropanation using amino acid as chiral auxiliary

Mitra, Debarati ; Sengupta, Arjun ; Biradha, Kumar ; Basak, Amit (2008) Asymmetric cyclopropanation using amino acid as chiral auxiliary Tetrahedron: Asymmetry, 19 (23). pp. 2678-2681. ISSN 0957-4166

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09574...

Related URL: http://dx.doi.org/10.1016/j.tetasy.2008.11.009

Abstract

The asymmetric cyclopropanation of cinnamoyl amides derived from amino acids with CH2N2 in the presence of catalytic Pd(OAc)2 has been studied. The reaction proceeded with moderate to excellent diastereoselection. However, the selectivity depends upon the amino acid side chain as well as the electronic nature of the cinnamoyl moiety.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:1759
Deposited On:05 Oct 2010 11:11
Last Modified:13 Jan 2011 05:34

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