triethylamine in benzene Heating;

1: 95 percent / tetrahydrofuran 2: 94 percent / H2 / Pd/C / methanol; tetrahydrofuran 3: 99 percent / p-TsOH / benzene 4: 93 percent / 2 N KOH / methanol 5: POCl3 6: NaOH 7: 78 percent / Ac2O, pyridine 8: 95 percent / Et3N 9: 98 percent / 10 percent HCl / tetrahydrofuran 10: HN(SiMe3)2 12: DBU / 2-methyl-propan-2-ol / Heating 13: H2 / Raney Ni 14: 80 percent / Mg(OTf)2 15: 73 percent / CHCl3 16: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 17: 80 percent / ethanol 18: methanolic sodium methoxide / benzene 19: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: POCl3 2: NaOH 3: 78 percent / Ac2O, pyridine 4: 95 percent / Et3N 5: 98 percent / 10 percent HCl / tetrahydrofuran 6: HN(SiMe3)2 8: DBU / 2-methyl-propan-2-ol / Heating 9: H2 / Raney Ni 10: 80 percent / Mg(OTf)2 11: 73 percent / CHCl3 12: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 13: 80 percent / ethanol 14: methanolic sodium methoxide / benzene 15: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: 78 percent / Ac2O, pyridine 2: 95 percent / Et3N 3: 98 percent / 10 percent HCl / tetrahydrofuran 4: HN(SiMe3)2 6: DBU / 2-methyl-propan-2-ol / Heating 7: H2 / Raney Ni 8: 80 percent / Mg(OTf)2 9: 73 percent / CHCl3 10: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 11: 80 percent / ethanol 12: methanolic sodium methoxide / benzene 13: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: 95 percent / Et3N 2: 98 percent / 10 percent HCl / tetrahydrofuran 3: HN(SiMe3)2 5: DBU / 2-methyl-propan-2-ol / Heating 6: H2 / Raney Ni 7: 80 percent / Mg(OTf)2 8: 73 percent / CHCl3 9: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 10: 80 percent / ethanol 11: methanolic sodium methoxide / benzene 12: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: DBU / 2-methyl-propan-2-ol / Heating 2: H2 / Raney Ni 3: 80 percent / Mg(OTf)2 4: 73 percent / CHCl3 5: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 6: 80 percent / ethanol 7: methanolic sodium methoxide / benzene 8: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: 72 percent / H2 / Raney Ni 2: 80 percent / Mg(OTf)2 3: 73 percent / CHCl3 4: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 5: 80 percent / ethanol 6: methanolic sodium methoxide / benzene 7: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

potassium tert-butylate in dichloromethane 48 h; Heating;

1: methanolic sodium methoxide / benzene 2: Et3N / CHCl3 / 100 °C / sealed tube View Scheme

1: 1.) Et3O(1+)*BF4(1-), Na2CO3; 2.) HOAc / 1.) THF, CH2Cl2 2: 80 percent / ethanol 3: methanolic sodium methoxide / benzene 4: Et3N / CHCl3 / 100 °C / sealed tube View Scheme