Vinyl chloroacetate → 6-O-acetyl-3-O-chloroacetyl-glucal

Participants

Reaction Steps

1.03 g (5.5 mmol) of 6-O-acetylglucal are taken up in about 2-5 ml of dimethoxyethane and 10 ml of vinyl chloroacetate and stirred with 1 g of lipase P (Amano) at room temperature for about 2-3 h. Filtering off the enzyme, concentration of the solution and chromatography on silica gel (ether/hexane 1:2) result in 6-O-acetyl-3-O-chloroacetyl-glucal in 80-85% yield.

Provenance & Evidence