1.1: 41 percent / Burkholderia cepacia lipase / various solvent(s) / 24 h / 20 °C / Enzymatic reaction 2.1: 93 percent / KOH / methanol 3.1: propionic acid / 140 °C 3.2: 85 percent / NaOH / ethanol / Heating 4.1: 72 percent / LiAlH4 / tetrahydrofuran 5.1: p-TsCl; pyridine 5.2: 67 percent / LiAlH4 / tetrahydrofuran / Heating 6.1: O3 / methanol; CH2Cl2 / -78 °C 6.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 7.1: p-TsCl; pyridine 7.2: NaN3 / aq. ethanol / 10 h / Heating 8.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: propionic acid / 140 °C 1.2: 85 percent / NaOH / ethanol / Heating 2.1: 72 percent / LiAlH4 / tetrahydrofuran 3.1: p-TsCl; pyridine 3.2: 67 percent / LiAlH4 / tetrahydrofuran / Heating 4.1: O3 / methanol; CH2Cl2 / -78 °C 4.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 5.1: p-TsCl; pyridine 5.2: NaN3 / aq. ethanol / 10 h / Heating 6.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: 93 percent / KOH / methanol 2.1: propionic acid / 140 °C 2.2: 85 percent / NaOH / ethanol / Heating 3.1: 72 percent / LiAlH4 / tetrahydrofuran 4.1: p-TsCl; pyridine 4.2: 67 percent / LiAlH4 / tetrahydrofuran / Heating 5.1: O3 / methanol; CH2Cl2 / -78 °C 5.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 6.1: p-TsCl; pyridine 6.2: NaN3 / aq. ethanol / 10 h / Heating 7.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: p-TsCl; pyridine 1.2: NaN3 / aq. ethanol / 10 h / Heating 2.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: O3 / methanol; CH2Cl2 / -78 °C 1.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 2.1: p-TsCl; pyridine 2.2: NaN3 / aq. ethanol / 10 h / Heating 3.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: p-TsCl; pyridine 1.2: 67 percent / LiAlH4 / tetrahydrofuran / Heating 2.1: O3 / methanol; CH2Cl2 / -78 °C 2.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 3.1: p-TsCl; pyridine 3.2: NaN3 / aq. ethanol / 10 h / Heating 4.1: LiAlH4 / diethyl ether / Heating View Scheme

1.1: 72 percent / LiAlH4 / tetrahydrofuran 2.1: p-TsCl; pyridine 2.2: 67 percent / LiAlH4 / tetrahydrofuran / Heating 3.1: O3 / methanol; CH2Cl2 / -78 °C 3.2: 79 percent / NaBH4 / methanol; CH2Cl2 / -78 °C 4.1: p-TsCl; pyridine 4.2: NaN3 / aq. ethanol / 10 h / Heating 5.1: LiAlH4 / diethyl ether / Heating View Scheme