THE FIRST EXAMPLE OF CHIRALITY TRANSFER IN ALLYLIC TELLUROXIDES - POSSIBLE [2,3]-SIGMATROPIC REARRANGEMENT

Citation
T. Chiba et al., THE FIRST EXAMPLE OF CHIRALITY TRANSFER IN ALLYLIC TELLUROXIDES - POSSIBLE [2,3]-SIGMATROPIC REARRANGEMENT, Tetrahedron letters, 36(9), 1995, pp. 1519-1522
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
9
Year of publication
1995
Pages
1519 - 1522
Database
ISI
SICI code
0040-4039(1995)36:9<1519:TFEOCT>2.0.ZU;2-G
Abstract
t-Butyl hydroperoxide or aerial oxidation of four allylic chiral ferro cenyl tellurides derived from (S,R)- and (R,S)-di[2-(1-dimethylaminoet hyl)ferrocenyl] ditellurides produces the corresponding chiral allylic alcohols in 14-22% enantiomeric excess by chirality transfer via poss ible [2,3]-sigmatropic rearrangement of the intermediate allylic tellu roxides.