Carbohydrate Research p. 413 - 420 (1991)
Update date:2022-08-05
Topics:
Hajko, Janos
Borbas, Aniko
Liptak, Andras
Kajtar-Peredy, Maria
cis-Hydroxyl groups of hexopyranosides reacted with 9,9-dichlorofluorene to give fluoren-9-ylidene acetals, hydrogenolysis of which with AlClH2 gave derivatives with axial fluoren-9-yl ether and equatorial hydroxyl groups. 1,6-Anhydro-2,3-O-fluoren-9-ylidene-β-D-mannopyranose (9) was an exception which gave a 2:3 mixture of 2-and 3-fluoren-9-yl ethers because of the marked distortion of the pyranose ring.The fluoren-9-yl ether groups could be removed easily by catalytic hydrogenation or by hydrogenolysis with the Lewis acid-type mixed hydride AlCl2H.
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