Abstract
Benzylidenation of benzyl α- l-rhamnopyranoside ( 1) gave the exo- ( 2) and endo-2,3- O-benzylidene diastereomers ( 3), hydrogenolysis of which afforded the 3-benzyl and 2-benzyl ethers of 1, respectively. Hydrogenolysis of the 4- O-benzyl derivatives ( 14 and 15) of 2 and 3 yielded the 3,4-di-benzyl and 2,4-dibenzyl ethers of 1, whereas hydrolysis of 14 and 15 gave the 4-benzyl ether of 1. The 2,3-dibenzyl ether of 1 was synthesised via the 4- O-allyl derivative of 1.
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