Phthalimide → cis-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-3a,4,6,6a-tetrahydro-pyrrolo[3,4-d]isoxazole-5-carboxylic acid tert-butyl ester

Participants

Reaction Steps

To alcohol 7 (1.13 g; 4.67 mmol), triphenyl phosphine (1.28 g; 4.88 mmol) and phthalimide (0.73 g; 4.96 mmol) in THF (75 mL) was added DIAD (0.98 mL; 4.94 mmol). The reaction mixture was stirred at room temperature overnight. The volatiles were evaporated and the residue chromatographed with 50% ethyl acetate/hexanes to yield phthalimide 8 as a white foam.

Provenance & Evidence