Asymmetric [2,3]Sigmatropic Rearrangement of Optically Active Allylic Selenides
31 December 2000 (online)
Oxidation of an optically active allylic selenide derived from l-proline 1 with m-chloroperbenzoic acid afforded the corresponding chiral allylic alcohol 3 via asymmetric [2,3]sigmatropic rearrangement with fair enantioselectivity (up to 66% e.e.).
asymmetric [2,3]sigmatropic rearrangement - Se ⋅ ⋅ ⋅ N interaction - optically active allylic selenide - chiral selenoxide