2: Pd(MeCN)2Cl2 / tetrahydrofuran / 2 h / Ambient temperature 3: NaBH4 4: protected as tetrahydropyranyl ether 5: 84 percent / TBAF 6: 98 percent / deacylation 7: 73 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 0.08 h / Ambient temperature 8: diisobutyl aluminum hydride 9: 2.) aq. acetic acid View Scheme

Multi-step reaction with 2 steps 2: 72 percent / Pd(MeCN)2Cl2 / tetrahydrofuran / 4 h / Ambient temperature  

Multi-step reaction with 3 steps 2: 72 percent / Pd(MeCN)2Cl2 / tetrahydrofuran / 4 h / Ambient temperature3: NaBH4  

Multi-step reaction with 4 steps 2: 72 percent / Pd(MeCN)2Cl2 / tetrahydrofuran / 4 h / Ambient temperature3: NaBH4 4: 74 percent / acetylation  

Multi-step reaction with 8 steps 2: Pd(MeCN)2Cl2 / tetrahydrofuran / 2 h / Ambient temperature3: NaBH4 4: protected as tetrahydropyranyl ether5: 84 percent / TBAF6: 98 percent / deacylation7: 73 percent / triphenylphosphine, diethylazodicarboxylate / tetrahydrofuran / 0.08 h / Ambient temperature8: diisobutyl aluminum hydride  

Multi-step reaction with 4 steps 1: TiCl4 / CH2Cl2 2: H2, Lindlar catalyst / 0.83 h3: pyridine, DMAP4: PdCl2(MeCN)2  

Multi-step reaction with 3 steps 2: Pd(MeCN)2Cl2 / tetrahydrofuran / 2 h / Ambient temperature3: NaBH4