Total asymmetric synthesis of long-chain, branched carbohydrates and of an aza-C-disaccharide

Michael addition of (-)-(1S,5R,6R,7S)-6,7-bis(methoxymethoxy)-2,8-dioxabicyclo[3.2.1]-octan- 3-one lithium enolate to (+)-(1R,4S,5S,6S)-5-benzeneselenyl-6-chloro-3-methylidene-7-oxabicyclo[2 .2.1]heptan-2-one gives a single adduct with highstereoselectivity. it was converted into a derivative of beta-D-(1-->3)-C-linked 1,5-dideoxy-1,5-imino-lyxopyranoside of alpha-D-mannofuranurono-6,1-lactone and other long-chain, branched sugars.


Published in:
Tetrahedron Letters, 37, 12, 2023-2026
Year:
1996
ISSN:
0040-4039
Keywords:
Note:
Univ lausanne,chim sect,bch,ch-1015 lausanne,switzerland.
Laboratories:




 Record created 2005-11-09, last modified 2018-01-27


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)