Synthesis of spiro[pyrido[3,2-b][1,4]oxazin-2,2 '-pyrans] based upon methyl D-arabino-2-hexulopyranosonate

Authors
Andersch, J Sicker, D Wilde, H
Citation
J. Andersch et al., Synthesis of spiro[pyrido[3,2-b][1,4]oxazin-2,2 '-pyrans] based upon methyl D-arabino-2-hexulopyranosonate, TETRAHEDR L, 40(1), 1999, pp. 57-58
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
1
Year of publication
1999
Pages
57 - 58
Database
ISI
SICI code
0040-4039(19990101)40:1<57:SOS'BU>2.0.ZU;2-5
Abstract
The novel glycosyl donor 1, derived from methyl D-arabino-2-hexulopyranoson ate, was transformed into glycoside 2, diastereoselectively. Catalytic hydr ogenation of 2 and spontaneous reductive cyclization gave access to the spi ro[pyrido[3,2-b][1,4]oxazin-2,2'-pyrans] 3 and 4. (C) 1998 Elsevier Science Ltd. All rights reserved.