ASYMMETRIC [2,3]SIGMATROPIC REARRANGEMENT OF OPTICALLY-ACTIVE ALLYLICSELENIDES

Authors
FUJITA K KANAKUBO M USHIJIMA H OISHI A IKEDA Y TAGUCHI Y
Citation
K. Fujita et al., ASYMMETRIC [2,3]SIGMATROPIC REARRANGEMENT OF OPTICALLY-ACTIVE ALLYLICSELENIDES, Synlett, (9), 1998, pp. 987
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
9
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):9<987:A[ROOA>2.0.ZU;2-G
Abstract
Oxidation of an optically active allylic selenide derived from L-proli ne 1 with m-chloroperbenzoic acid afforded the corresponding chiral al lylic alcohol 3 via asymmetric [2,3]sigmatropic rearrangement with fai r enantioselectivity (up to 66% e.e.).