Diallyl ether → HCID 131725707, compound

Participants

Reaction Steps

A mixture of N-allyl-4-benzyloxy-N-[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-2-methyl-but-3-enyl]-benzenesulfonamide (compound of formula VII, 4.0 g, 6.1 mmol), diallyl ether (0.82 ml, 0.66 g, 6.7 mmol), bis(tricyclohexylphosphine)benzylidine ruthenium (IV) dichloride (0.34 g, 0.4 mmol) and methylene chloride (116 ml) was stirred at reflux for about 3 hours. The mixture was concentrated in vacuo then purified using a Flash 40 system (silica gel cartridge, eluting with 10% ethyl acetate in hexane) to afford 2.8 g of 1-(4-benzyloxy-benzenesulfonyl)-2-(tert-butyldiphenyl-silanyloxymethyl)-3-methyl-1,2,3,6-tetrahydro-pyridin-3-ol (compound of formula VIII) as a colorless solid.

Provenance & Evidence