titanium tetrachloride in dichloromethane T=0°C; 0.5 h;

1.1: 90 percent / H2; n-BuNH2 / Pd/C / methanol / 2 h / 20 °C 2.1: 90 percent / TBAF / tetrahydrofuran / 6 h / 20 °C 3.1: (COCl)2; Et3N; DMSO / CH2Cl2 / 0.5 h / -78 °C 3.2: 75 percent / diethyl ether / 0 °C 4.1: 95 percent / LiOH; water / tetrahydrofuran; methanol / 2 h / 0 °C 5.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 5.2: 90 percent / DMAP / toluene / 1 h / 20 °C 6.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 7.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 8.1: 80 percent / DIC; DMAP / 12 h / 0 °C 9.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1.1: 90 percent / TBAF / tetrahydrofuran / 6 h / 20 °C 2.1: (COCl)2; Et3N; DMSO / CH2Cl2 / 0.5 h / -78 °C 2.2: 75 percent / diethyl ether / 0 °C 3.1: 95 percent / LiOH; water / tetrahydrofuran; methanol / 2 h / 0 °C 4.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 4.2: 90 percent / DMAP / toluene / 1 h / 20 °C 5.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 6.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 7.1: 80 percent / DIC; DMAP / 12 h / 0 °C 8.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1.1: TsCl; Et3N; DMAP / CH2Cl2 / 2 h / 0 °C 1.2: 75 percent / K2CO3 / methanol / 6 h / 0 °C 2.1: 88 percent / DIBAL-H / CH2Cl2 / 2 h / 0 °C 3.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 3.2: 90 percent / DMAP / toluene / 1 h / 20 °C 4.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 5.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 6.1: 80 percent / DIC; DMAP / 12 h / 0 °C 7.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 1.2: 90 percent / DMAP / toluene / 1 h / 20 °C 2.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 3.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 4.1: 80 percent / DIC; DMAP / 12 h / 0 °C 5.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1.1: 88 percent / DIBAL-H / CH2Cl2 / 2 h / 0 °C 2.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 2.2: 90 percent / DMAP / toluene / 1 h / 20 °C 3.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 4.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 5.1: 80 percent / DIC; DMAP / 12 h / 0 °C 6.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1.1: TPP; I2; imidazole / tetrahydrofuran / 1 h / 90 °C 2.1: Zn / ethanol / 1 h / Heating 3.1: 90 percent / NaH; TBAI / tetrahydrofuran / 2 h / 0 °C 4.1: 90 percent / AcOH; water / tetrahydrofuran / 18 h / 20 °C 5.1: TsCl; Et3N; DMAP / CH2Cl2 / 2 h / 0 °C 5.2: 75 percent / K2CO3 / methanol / 6 h / 0 °C 6.1: 88 percent / DIBAL-H / CH2Cl2 / 2 h / 0 °C 7.1: Et3N; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 3 h / 0 °C 7.2: 90 percent / DMAP / toluene / 1 h / 20 °C 8.1: 35 percent / 1,3-bis(mesityl)imidazolidin-2-yl[Cl2Ru(PCy3)=CHPh] / toluene / 20 h / 90 °C 9.1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 10.1: 80 percent / DIC; DMAP / 12 h / 0 °C 11.1: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1: 95 percent / TFA / CH2Cl2 / 1 h / 20 °C 2: 80 percent / DIC; DMAP / 12 h / 0 °C 3: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme

1: 80 percent / DIC; DMAP / 12 h / 0 °C 2: 90 percent / TiCl4 / CH2Cl2 / 0.5 h / 0 °C View Scheme