GLYOXYLATE-ENE REACTION CATALYZED BY LN(OTF)(3)

Authors
QIAN CT HUANG TS
Citation
Ct. Qian et Ts. Huang, GLYOXYLATE-ENE REACTION CATALYZED BY LN(OTF)(3), Tetrahedron letters, 38(38), 1997, pp. 6721-6724
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
38
Year of publication
1997
Pages
6721 - 6724
Database
ISI
SICI code
0040-4039(1997)38:38<6721:GRCBL>2.0.ZU;2-6
Abstract
Yb(OTf)(3), can catalyze the glyoxylate-ene reaction effectively as a water-stable and reusable catalyst. Moreover, the selectivity of DA pr oduct or ene product can be adjusted by solvents in the reaction of gl yoxylates with a diene (isoprene). In the presence of chiral ytterbium complexes generated in situ from Yb(OTf)(3) and optical 6,6'-disubsti tuted binaphthols, methyl glyoxylate smoothly reacts with alpha-methyl styrene to afford alpha-hydroxyl esters in modest optical yields. (C) 1997 Elsevier Science Ltd.