DIISOPROPYL TARTRATE-MODIFIED )-GAMMA-[(MENTHOFURYL)DIMETHYLSILYL]ALLYLBORONATE, AN IMPROVED CHIRAL REAGENT FOR THE ANTI-ALPHA-HYDROXYALLYLATION OF ALDEHYDES - APPLICATION TO THE ENANTIOSELECTIVE SYNTHESIS OF (-)-SWAINSONINE

Authors
HUNT JA ROUSH WR
Citation
Ja. Hunt et Wr. Roush, DIISOPROPYL TARTRATE-MODIFIED )-GAMMA-[(MENTHOFURYL)DIMETHYLSILYL]ALLYLBORONATE, AN IMPROVED CHIRAL REAGENT FOR THE ANTI-ALPHA-HYDROXYALLYLATION OF ALDEHYDES - APPLICATION TO THE ENANTIOSELECTIVE SYNTHESIS OF (-)-SWAINSONINE, Tetrahedron letters, 36(4), 1995, pp. 501-504
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
4
Year of publication
1995
Pages
501 - 504
Database
ISI
SICI code
0040-4039(1995)36:4<501:DT)>2.0.ZU;2-3
Abstract
An enantioselective synthesis of anti 1,2-diols via the reactions of a ldehydes and the tartrate ester-modified (E)-gamma-(menthofurylsilyl)a llylboronate 5 has been developed. This methodology is applied to a br ief, enantioselective synthesis of (-)-swainsonine.