1.1: tetrazole / CH2Cl2; tetrahydrofuran / 18 h / 20 °C 1.2: aq. H2O2 / CH2Cl2; tetrahydrofuran / 1.5 h / 20 °C 2.1: chiral HPLC 3.1: H2 / Pd/C / methanol / 1.5 h / 20 °C 4.1: aq. LiOH / ethanol / 24 h / Heating View Scheme

1: chiral HPLC 2: H2 / Pd/C / methanol / 1.5 h / 20 °C 3: aq. LiOH / ethanol / 24 h / Heating View Scheme

1: H2 / Pd/C / methanol / 1.5 h / 20 °C 2: aq. LiOH / ethanol / 24 h / Heating View Scheme

1.1: aq. NaOH / 48 h / 20 °C 2.1: tetrazole / CH2Cl2; tetrahydrofuran / 18 h / 20 °C 2.2: aq. H2O2 / CH2Cl2; tetrahydrofuran / 1.5 h / 20 °C 3.1: chiral HPLC 4.1: H2 / Pd/C / methanol / 1.5 h / 20 °C 5.1: aq. LiOH / ethanol / 24 h / Heating View Scheme

1.1: n-BuLi / tetrahydrofuran 1.2: 81 percent / H2 / Pd(OH)2/C / methanol 2.1: PCC; NaOAc; molecular sieves / CH2Cl2 2.2: 76 percent / Et3N / CH2Cl2 3.1: 87 percent / NaBH4 / CeCl3 / methanol 4.1: 83 percent / (-)-DIPT; cumene hydroperoxide; MS / Ti(OPr-i)4 / CH2Cl2 / -20 °C 5.1: DBU / CH2Cl2 / 1.5 h / 0 °C 5.2: Et2AlCl / CH2Cl2 / 0 - 20 °C 6.1: 1H-tetrazole / CH2Cl2; acetonitrile 6.2: t-BuOOH / 20 °C 7.1: aq. HCl / tetrahydrofuran / 20 °C View Scheme

1.1: 87 percent / NaBH4 / CeCl3 / methanol 2.1: 83 percent / (-)-DIPT; cumene hydroperoxide; MS / Ti(OPr-i)4 / CH2Cl2 / -20 °C 3.1: DBU / CH2Cl2 / 1.5 h / 0 °C 3.2: Et2AlCl / CH2Cl2 / 0 - 20 °C 4.1: 1H-tetrazole / CH2Cl2; acetonitrile 4.2: t-BuOOH / 20 °C 5.1: aq. HCl / tetrahydrofuran / 20 °C View Scheme

1.1: 83 percent / (-)-DIPT; cumene hydroperoxide; MS / Ti(OPr-i)4 / CH2Cl2 / -20 °C 2.1: DBU / CH2Cl2 / 1.5 h / 0 °C 2.2: Et2AlCl / CH2Cl2 / 0 - 20 °C 3.1: 1H-tetrazole / CH2Cl2; acetonitrile 3.2: t-BuOOH / 20 °C 4.1: aq. HCl / tetrahydrofuran / 20 °C View Scheme

1.1: n-BuLi / tetrahydrofuran 1.2: 57 percent / n-BuLi / tetrahydrofuran; dimethylformamide 2.1: n-BuLi / tetrahydrofuran 2.2: 81 percent / H2 / Pd(OH)2/C / methanol 3.1: PCC; NaOAc; molecular sieves / CH2Cl2 3.2: 76 percent / Et3N / CH2Cl2 4.1: 87 percent / NaBH4 / CeCl3 / methanol 5.1: 83 percent / (-)-DIPT; cumene hydroperoxide; MS / Ti(OPr-i)4 / CH2Cl2 / -20 °C 6.1: DBU / CH2Cl2 / 1.5 h / 0 °C 6.2: Et2AlCl / CH2Cl2 / 0 - 20 °C 7.1: 1H-tetrazole / CH2Cl2; acetonitrile 7.2: t-BuOOH / 20 °C 8.1: aq. HCl / tetrahydrofuran / 20 °C View Scheme

1.1: PCC; NaOAc; molecular sieves / CH2Cl2 1.2: 76 percent / Et3N / CH2Cl2 2.1: 87 percent / NaBH4 / CeCl3 / methanol 3.1: 83 percent / (-)-DIPT; cumene hydroperoxide; MS / Ti(OPr-i)4 / CH2Cl2 / -20 °C 4.1: DBU / CH2Cl2 / 1.5 h / 0 °C 4.2: Et2AlCl / CH2Cl2 / 0 - 20 °C 5.1: 1H-tetrazole / CH2Cl2; acetonitrile 5.2: t-BuOOH / 20 °C 6.1: aq. HCl / tetrahydrofuran / 20 °C View Scheme

1.1: 93 percent / lipase PL / tetrahydrofuran / 2.33 h / 20 °C 2.1: 98 percent / dichloro(1,5-cyclooctadiene)palladium(II) / benzene / 18 h / 20 °C 3.1: 84 percent / K2CO3; water / acetone; methanol 4.1: 1H-tetrazole / acetonitrile; CH2Cl2 / 1 h / 0 °C 4.2: 84 percent / mCPBA / acetonitrile; CH2Cl2 / 0.33 h / 0 °C 5.1: H2 / Pd-C / methanol / 9 h 5.2: 69 percent / NaOH / methanol / 10 h / Heating View Scheme