RESOLUTION AND SOME PROPERTIES OF (1,1')-BI(DIBENZOFURANYL)-2,2'-DIOL(BIFOL)

The resolution of C-2-symmetric (1,1')-bi(dibenzofuranyl)-2,2'-diol (B IFOL) is reported. Separation via recrystallisation of its 1:1 mixture of diastereomeric cyclic phosphoramidates by using (-)-(S)-1-phenylet hylamine as chiral auxiliary gave both enantiomers in >98% enantiopuri ty and in good chemical yields. The configuration of BIFOL was determi ned by X-ray analysis of one of the diastereomeric phosphoramidates. I t is shown that the bidibenzofuran skeleton undergoes sulfonation reac tions with high regioselectivity. (C) 1997 Elsevier Science Ltd.