Patent ID: 6333441
Filing Date: 2001-12-25
Classification: C07B,C07C,C07D,C07F

Abstract:
A method for preparing a cis-olefin of the following general formula (2): ##STR6##wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of (1) an ester group, (2) substituted silyl group, (3) carboxyl group, (4) cyano group, (5) aliphatic hydrocarbon group having 1 to 20 carbon atoms unsubstituted or substituted with at least one ester group or unprotected or protected hydroxy group with at least one substituted silyl group, alkoxyalkyl group, acyl group, trityl group, tetrahydropyranyl group, benzyl group or p-chlorobenzyl group, and (6) phenyl group unsubstituted or substituted with at least one hydroxy group, with a proviso that R.sub.1 and R.sub.2 are not simultaneously unsubstituted aliphatic hydrocarbon groups or phenyl groups, said method comprising the steps offorming a mixture comprising formic acid, triethylamine, n-tributylphosphine, and tris(dibenzylideneacetone) dipalladium (0)-chloroform adduct (Pd.sub.2 (DBA).sub.3 CHCl.sub.3) in a solvent, and subsequentlyadding thereto an alkyne of the following general formula (1):R.sub.1 --C.ident.C--R.sub.2 (1)wherein R.sub.1 and R.sub.2 are as defined above, under effective reduction conditions,wherein said formic acid is present in said mixture in a molar amount greater than the molar amount of the alkyne up to about 1000 mol % based on the amount of the alkyne and the palladium complex catalyst is present in an amount of about 0.1 to 100 mol % based on the amount of the alkyne.