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2-(Ethoxycarbonylmethyl)-1H-naphtho[1,8-de]-1,2,3-triazine anion: a new glycine enolate equivalent

Anil, Kumar R and Chandrasekhar, Sosale and Malayalam, Sridhar (2000) 2-(Ethoxycarbonylmethyl)-1H-naphtho[1,8-de]-1,2,3-triazine anion: a new glycine enolate equivalent. In: Tetrahedron Letters, 41 (34). pp. 6665-6668.

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The titled triazine can be alkylated with LDA and a variety of alkyl halides: subsequent reduction with aluminium amalgam cleaves the naphthotriazine moiety to afford substituted $\alpha$ amino acids in excellent overall yields; the sequence defines a novel methodology that can be applied under non-acidic and largely non-aqueous conditions.

Item Type: Journal Article
Publication: Tetrahedron Letters
Publisher: Elsevier
Additional Information: Copyright of this article belongs to Elsevier.
Keywords: Amino acid;Glycine enolate;Naphthotriazine
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 Oct 2007
Last Modified: 21 Feb 2019 09:06
URI: http://eprints.iisc.ac.in/id/eprint/12117

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