Total stereoselective syntheses of beta-C-manno-pyranosides and of beta-C(1 -> 3)-linked disaccharides

Authors
Gerber, P Vogel, P
Citation
P. Gerber et P. Vogel, Total stereoselective syntheses of beta-C-manno-pyranosides and of beta-C(1 -> 3)-linked disaccharides, TETRAHEDR L, 40(16), 1999, pp. 3165-3168
Citations number
42
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
16
Year of publication
1999
Pages
3165 - 3168
Database
ISI
SICI code
0040-4039(19990416)40:16<3165:TSSOBA>2.0.ZU;2-N
Abstract
(-)-7-Oxabicyclo[2.2.1]hept-5-en-2-one has been converted to (-)-6-exo-[(te rt-butyl)dimethylsilyloxy]-7-endo-benzyloxy-8-oxabicyclo[3.2.1]oct-3-en-2-o ne and methyl 3,5-di-O-acetyl-2,6-anhydro-4-O-benzoyl-D- glycero-D-galacto- heptouronate that were condensed with Me2AlSPh into a single aldol which wa s transformed into a beta-D-ManAp-CH(OAc)(1-->3)-alpha-L-GulAp-CH(SEt)(2) d erivative. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.