HCID 59595156, compound → HCID 688895, compound

Participants

Reaction Steps

Prepared according to general procedure using (E)-tert-butyl 2-(2-hydroxyphenylcarbonyl)-3-(4-methoxyphenyl)prop-2-enoate (35.0 mg, 0.10 mmol), thiourea catalyst III (7 mg, 0.01 mmol) in 1.0 mL toluene for 3 d at −25° C. After completion of reaction, 100 mL sample was withdrawn to determine ee of 3-tert-butylcarboxy-(4-methoxyphenyl)chromanone 12 (90% ee). Anhydrous MgBr2.OEt2 (170 mg) was added to the remaining solution and stirred at RT for 48 h. Purification via column chromatography with 10% EtOAc/hexanes afforded 11 mg (49%) as a yellow solid in 78% ee. Analytical data match those reported in the literature.6

Provenance & Evidence