The competing intramolecular [1,2] and [1,3] rearrangements of the chiral ylide [1, R1=(R)–CHMePh, R2= Me] are both stereoselective, giving the products (5) and (7) with predominant retention of the configuration of the migrating phenylethyl group; the stereoselectivity of the [1,2] rearrangement is significantly greater than that of the [1,3] rearrangement.
K. Chantrapromma, W. D. Ollis and I. O. Sutherland, J. Chem. Soc., Chem. Commun., 1978, 672 DOI: 10.1039/C39780000672
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