Author/Authors :
Hotchkiss، نويسنده , , David and Soengas، نويسنده , , Raquel and Simone، نويسنده , , Michela Iezzi and van Ameijde، نويسنده , , Jeroen and Hunter، نويسنده , , Stuart and Cowley، نويسنده , , Andrew R. and Fleet، نويسنده , , George W.J.، نويسنده ,
Abstract :
Protected branched sugar lactones are available via Kiliani-acetonation sequences on readily available ketoses such as d-fructose and l-sorbose. In both cases, the readily crystallized diacetonides have a 2,3-cis-diol relationship in the product lactone. An efficient double inversion of the configuration at C-4 and C-5 of the product from d-fructose gives access to the formal Kiliani product from l-psicose. Branched carbohydrate lactones are likely to be of significant value as chirons for homochiral targets with functionalized quaternary centres.
