IRON-MEDIATED SYNTHESIS OF 4-AMINO-ENOATES OF HIGH ENANTIOMERIC PURITY

Authors
Citation
D. Enders et M. Finkam, IRON-MEDIATED SYNTHESIS OF 4-AMINO-ENOATES OF HIGH ENANTIOMERIC PURITY, Synlett, (6), 1993, pp. 401-403
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
6
Year of publication
1993
Pages
401 - 403
Database
ISI
SICI code
0936-5214(1993):6<401:ISO4OH>2.0.ZU;2-J
Abstract
The nucleophilic addition of various nitrogen nucleophiles to the high ly enantiomerically enriched a3-allyl)-tetracarbonyliron-(1+)-tetraflu oroborate (2) (ee greater-than-or-equal-to 95%) leads after oxidative removal of the tetracarbonyliron group to 4-amino-enoates (S)-3 of hig h enantiomeric purity (ee = 95-98%). The reaction is highly regio- and stereoselective and proceeds in good yields without isomerization of the double bond.