Synthesis of Chiral 13C,77Se-Labeled Selones

Stable isotope-labeled N-acyl selones have been constructed in fewer than four steps from readily available starting materials. Site-specific labeling was achieved using the following synthons: bromo[2-13C]acetic acid, [13C]formic acid, and elemental 77Se. These labeled selones have been found to provide unique insights into enolate structure and may be useful in the detection and quantitation of remotely disposed chiral centers in compounds in short supply.