Tetrahedron Letters p. 777 - 780 (1994)
Update date:2022-07-31
Topics:
Entwistle, David A.
Hughes, Andrew B.
Ley, Steven V.
Visentin, Giuseppina
A new process for the efficient regioselective formation of 1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecanes (dispiroketals) of various D-glucopyranosyl substrates by the chiral recognition of enantiomeric trans 1,2-diol relationships is described.This was achieved using the novel enantiomerically pure 2,2'-disubstituted 3,3',4,4'-tetrahydro-6,6'-bi-2H-pyrans 1,2 and 11.New conditions for the removal of dispiroketal protecting groups are presented.
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