螺双二氢茚二酚(SPINOL)与N-溴代丁二酰亚胺经溴代反应制得6,6'-二溴-螺双二氢茚二酚(1);1与叔丁基二甲基硅基三氟甲磺酸(TBSOTf)经醚化反应得6,6'-二溴-7-羟基-7'-叔丁基二甲硅氧基-1,1'-螺二氢茚(2);SPINOL经羟基保护后与碘甲烷经双甲基化反应制得6,6'-二甲基-7,7'-双(1-甲氧甲氧基)-1,1'-螺二氢茚(4);4经脱保护后再与TBSOTf经醚化反应合成了6,6'-二甲基-7-羟基-7'-叔丁基二甲硅氧基-1,1'-螺二氢茚(6)。2和6为新化合物,其结构经1H NMR,13C NMR和HR-ESI-MS表征。
6,6'-Dibromo-7'-[( tert-butyldimethylsilyl) oxy]-2,2',3,3'-tetrahydro-1,1'-spirobi[inden]-7-ol( 2) was synthesized by etherification of TBSOTf with 6,6'-dibromo spirobiindane( 1),which was obtained by bromination of SPINOL with NBS. 6,6'-Dimethyl-1,1'-spirobiindane-7,7'-bis( 1-methoxymethoxy)( 4) was obtained by hydroxyl protection and methylation from SPINOL. 7'-[( Tert-butyldimethylsilyl) oxy]-6,6'-dimethyl-2,2',3,3'-tetrahydro-1,1'-spirobi[inden]-7-ol( 6)was synthesized by deprotection and single-protection with TBSOTf from 4. 2 and 6 were novel compounds and the structures were characterized by1 H NMR,13 C NMR and HR-ESI-MS.