Benzaldehyde → Stilbene oxide

Participants

Reaction Steps

Phenyl diazomethane (1 mmol in 6 ml of t-butylmethylether) was added to a stirred solution of a sulphide of formula (B) wherein R' is hydrogen (0.2 mmol), rhodium (II) acetate (4.0 mg, 0.01 mmol) and benzaldehyde (1 mmol) in dichloromethane (4 ml) at room temperature over a period of 24 hours. After the addition was complete the solvent was removed in vacuo and the residue was chromatographed over silica [eluent dichloromethane:petrol (2:3)] to give the titled compound in 58% yield and 11% ee.

Provenance & Evidence