Tetrahedron letters

Separation tagging with cyclodextrin-binding groups: Mitsunobu reactions with bis-(2-(1-adamantyl) ethyl) azodicarboxylate (BadEAD) and bis-(1-adamantylmethyl) …

S Dandapani, JJ Newsome, DP Curran

Index: Dandapani, Sivaraman; Newsome, Jeffery J.; Curran, Dennis P. Tetrahedron Letters, 2004 , vol. 45, # 35 p. 6653 - 6656

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Citation Number: 16

Abstract

A new method for separation tagging with cyclodextrin-binding groups is introduced and is exemplified in the context of the Mitsunobu reaction with adamantyl tags. HPLC experiments showed that molecules containing adamantyl groups were especially well retained on Sumichiral OA7500 β-methylated cyclodextrin bonded silica columns relative to many other types of molecules. Two new Mitsunobu reagents, bis-(1-adamantylmethyl) ...