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

Authors
Anilkumar, R Chandrasekhar, S Sridhar, M
Citation
R. Anilkumar et al., 2-(ethoxycarbonylmethyl)-1H-naphtho[1,8-de]-1,2,3-triazine anion: a new glycine enolate equivalent, TETRAHEDR L, 41(34), 2000, pp. 6665-6668
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
34
Year of publication
2000
Pages
6665 - 6668
Database
ISI
SICI code
0040-4039(20000819)41:34<6665:2AANG>2.0.ZU;2-V
Abstract
The titled triazine can be alkylated with LDA and a variety of alkyl halide s: 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-aci dic and largely non-aqueous conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.