Asymmetric conjugate addition to alkylidene malonates

Authors
Alexakis, A Benhaim, C
Citation
A. Alexakis et C. Benhaim, Asymmetric conjugate addition to alkylidene malonates, TETRAHEDR-A, 12(8), 2001, pp. 1151-1157
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
8
Year of publication
2001
Pages
1151 - 1157
Database
ISI
SICI code
0957-4166(20010521)12:8<1151:ACATAM>2.0.ZU;2-8
Abstract
Dialkylzinc and trialkylaluminium reagents undergo conjugate addition to al kylidene malonates with 0.5% copper triflate as catalyst. The reaction coul d be made enantioselective by completing the reaction in the presence of 0. 5-1.0 mol% of chiral phosphorus ligand. Enantiomeric excesses (e.e.s) of up to 73% could br attained with a ligand prepared from TADDOL and 2-naphthyl cyclohexanol. (C) 2001 Elsevier Science Ltd. All rights reserved.