Reaction #54944

Reaction equation

4-Methyl-1,5-octadiyn-4(RS)-ol

dihydropyran

p-toluenesulfonic acid

→

4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne

Solvents

benzene

Conditions

Procedure

4-Methyl-1,5-octadiyn-4(RS)-ol is reacted with dihydropyran in the presence of p-toluenesulfonic acid in dry benzene to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne which in turn is reacted with triethyl tin hydride to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-oct-5-yn-trans-1-enyl triethyl tin, having the following structural formula: ##STR12##

Source