Water → HCID 58092771, compound

Participants

Reaction Conditions

Reaction Steps

A 1M of solution of lithium diisopropylamide in a 3:5 mixture of hexanes/THF (8.25 ml) is added dropwise to (3R,7aS)-3-trichloromethyl-tetrahydro-pyrrolo[1,2-c]oxazol-1-one (1.51 g, prepared as described by Wang and Germanas Synlett 1999, 33-36.) in THF (5 ml) at −78° C. After stirring 30 minutes at −78° C. methoxymethylchloride (1.14 ml) is added. The reaction mixture is then allowed to warm to −30° C. over 3 hours and water is added. The aqueous layer is extracted with dichloromethane, the combined organic layers evaporated and the residue is then purified by normal phase chromatography, eluting with dichloromethane, to give the title compound as a pale yellow oil.

Provenance & Evidence