Multi-step reaction with 4 steps 1: triethylamine / 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / Ambient temperature2: K2CO3 / methanol / 24 h / Ambient temperature3: 1.) n-BuLi, 2.) methanesulfonyl chloride, 3.) Li2CuCl4 / 1.) THF/n-hexane, -78 deg C, 35 min, 2.) -78 deg C, 2 h, 3.) THF/n-hexane/diethyl ether -78 deg C to room temp. over 2.5 h then 25 deg C, 3 h4: 73 percent / benzene / 14 h / 120 °C / in a sealed tube  

Multi-step reaction with 5 steps 1: triethylamine / 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / Ambient temperature2: K2CO3 / methanol / 24 h / Ambient temperature3: 1.) n-BuLi, 2.) methanesulfonyl chloride, 3.) Li2CuCl4 / 1.) THF/n-hexane, -78 deg C, 35 min, 2.) -78 deg C, 2 h, 3.) THF/n-hexane/diethyl ether -78 deg C to room temp. over 2.5 h then 25 deg C, 3 h4: 73 percent / benzene / 14 h / 120 °C / in a sealed tube5: 85 percent / Br2, tert butylamine / toluene / 4 h / -78 - 5 °C  

Multi-step reaction with 6 steps 1: triethylamine / 4-(dimethylamino)pyridine / CH2Cl2 / 20 h / Ambient temperature2: K2CO3 / methanol / 24 h / Ambient temperature3: 1.) n-BuLi, 2.) methanesulfonyl chloride, 3.) Li2CuCl4 / 1.) THF/n-hexane, -78 deg C, 35 min, 2.) -78 deg C, 2 h, 3.) THF/n-hexane/diethyl ether -78 deg C to room temp. over 2.5 h then 25 deg C, 3 h4: 73 percent / benzene / 14 h / 120 °C / in a sealed tube5: 85 percent / Br2, tert butylamine / toluene / 4 h / -78 - 5 °C6: 1.) CH3Li, LiBr, 2.) tert-BuLi / 1.) diethyl ether, 50 min, 2.) diethyl ether/pentane, -78 deg C, 1 h, 3.) -78 to 0 deg C, 30 min  

Multi-step reaction with 5 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating  

Multi-step reaction with 6 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature  

Multi-step reaction with 7 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature7: 1.) B2H6, 2-methyl-2-butene 3.) 3M NaOH, 30percent aq. H2O2 / 1.) THF, -10 deg C, 2 h 2.) THF, 0 deg C, 30 min; 3.) THF, RT, 30 min.  

Multi-step reaction with 8 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature7: 1.) B2H6, 2-methyl-2-butene 3.) 3M NaOH, 30percent aq. H2O2 / 1.) THF, -10 deg C, 2 h 2.) THF, 0 deg C, 30 min; 3.) THF, RT, 30 min.8: 90 percent / triphenylphosphine, imidazole, I2 / tetrahydrofuran; acetonitrile / 0.5 h / -10 °C  

Multi-step reaction with 9 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature7: 1.) B2H6, 2-methyl-2-butene 3.) 3M NaOH, 30percent aq. H2O2 / 1.) THF, -10 deg C, 2 h 2.) THF, 0 deg C, 30 min; 3.) THF, RT, 30 min.8: 90 percent / triphenylphosphine, imidazole, I2 / tetrahydrofuran; acetonitrile / 0.5 h / -10 °C9: 1.) NaH / 1.) DMSO, RT, 30 min; 2.) DMSO, overnight  

Multi-step reaction with 10 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature7: 1.) B2H6, 2-methyl-2-butene 3.) 3M NaOH, 30percent aq. H2O2 / 1.) THF, -10 deg C, 2 h 2.) THF, 0 deg C, 30 min; 3.) THF, RT, 30 min.8: 90 percent / triphenylphosphine, imidazole, I2 / tetrahydrofuran; acetonitrile / 0.5 h / -10 °C9: 1.) NaH / 1.) DMSO, RT, 30 min; 2.) DMSO, overnight10: MeOH / PPTS / 0.08 h / Heating  

Multi-step reaction with 11 steps 1: DMAP2: K2CO3 / methanol3: MnO2 / (COCl)2, DMSO and Et3N4: 1.) TMEDA, n-BuLi 2.) ClTi(O-iPr)3 / 1.) ether, hexane, -78 deg C, 1 h 2.) ether, hexane, -78 deg C, 2 h then -10 deg C, 1.5 h5: LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C / Heating6: PPTS / CH2Cl2 / 0.08 h / Ambient temperature7: 1.) B2H6, 2-methyl-2-butene 3.) 3M NaOH, 30percent aq. H2O2 / 1.) THF, -10 deg C, 2 h 2.) THF, 0 deg C, 30 min; 3.) THF, RT, 30 min.8: 90 percent / triphenylphosphine, imidazole, I2 / tetrahydrofuran; acetonitrile / 0.5 h / -10 °C9: 1.) NaH / 1.) DMSO, RT, 30 min; 2.) DMSO, overnight10: MeOH / PPTS / 0.08 h / Heating11: 1.) DMSO, (COCl)2 2.) Et3N / 1.) CH2Cl2, -78 deg C, 30 min; 2.) CH2Cl2, -78 to 0 deg C