An expedient synthesis of D-callipeltose

Authors
Pihko, AJ Nicolaou, KC Koskinen, AMP
Citation
Aj. Pihko et al., An expedient synthesis of D-callipeltose, TETRAHEDR-A, 12(6), 2001, pp. 937-942
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
6
Year of publication
2001
Pages
937 - 942
Database
ISI
SICI code
0957-4166(20010417)12:6<937:AESOD>2.0.ZU;2-7
Abstract
Methyl D-callipeltose 12 and D-callipeltose 4 were synthesized from D-gluca l 5 in 10 and 11 steps, respectively. The synthesis features an azide displ acement reaction of an alpha -nosyloxy ketone 7 and a highly diastereoselec tive C-methylation of alpha -azido ketone 8. (C) 2001 Elsevier Science Ltd. All rights reserved.