1: propynoic acid methyl ester With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane T=-78°C; 2: With zinc dibromide in tetrahydrofuran; hexane T=-78 - 0°C; 3: cyclohex-1-en-1-yl trifluoromethanesulfonate With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; hexane T=23°C;

n-butyllithium 1.) THF, -78 deg C; 2.) THF, -43 deg C; Yield given. Multistep reaction;

1: (i) EtMgBr, (ii) /BRN= 1900390/ 2: aq. HCl View Scheme

sulfuric acid

sodium acetate; copper dichloride; palladium dichloride 1.) 0 deg C, 15 min, 2.) from 14 deg C to 16 deg C, 3 h; Yield given. Multistep reaction;

sulfuric acid

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