| Efficient synthesis of 1-azadienes derived from alpha-aminoesters. Regioselective preparation of alpha-dehydroamino acids, vinylglycines, and alpha-amino acids. | |
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MedLine Citation:
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PMID: 16995675 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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An efficient synthesis of 1-azadienes derived from alpha-aminoesters is achieved through an aza-Wittig reaction of phosphazenes with beta,gamma-unsaturated alpha-ketoesters. Regioselective 1,2-reduction of these functionalized 1-azadienes affords vinylglycine derivatives, while conjugative 1,4-reduction gives alpha-dehydroamino acid compounds. Reduction of both the carbon-carbon and the imine-carbon-nitrogen double bonds leads to the formation of alpha-amino acid derivatives. |
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Authors:
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Francisco Palacios; Javier Vicario; Domitila Aparicio |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 71 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2006 Sep |
Date Detail:
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Created Date: 2006-09-25 Completed Date: 2007-07-25 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 7690-6 Citation Subset: - |
Affiliation:
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Departamento de Química Orgánica I, Facultad de Farmacia, Universidad del País Vasco, Apartado 450, 01080 Vitoria-Gasteiz, Spain. francisco.palacios@ehu.es |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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