Regioselective 2A,2D-disulfonyl capping of β-cyclodextrin for practical bifunctionalization on the secondary hydroxyl face
摘要:
A useful technique to bifunctionalize the secondary hydroxyl face of P-cyclodextrin is described. Regioselective 2(A),2(D)-disulfonylation of beta -cyclodextrin was achieved by reacting P-cyclodextrin with a combination of a novel disulfonyl imidazole reagent and molecular sieves in DMF. The resulting disulfonate was converted to 2(A),3(A),2(D),3(D)-dimannoepoxy-beta -C, cyclodextrin and 3(A),3(D)-diamino-3(A),3(D)-dideoxy-(2(A) S,3(A)S) (2(D)S,3(A)S)-beta -cyclodextrin, which contains two functional groups on the periphery of the molecule. (C) 2001 Elsevier Science Ltd. All rights reserved.