Copper-catalysed asymmetric conjugate addition of organometallic reagents to linear enones using thiourethane ligands

Authors
Bennett, SMW Brown, SM Muxworthy, JP Woodward, S
Citation
Smw. Bennett et al., Copper-catalysed asymmetric conjugate addition of organometallic reagents to linear enones using thiourethane ligands, TETRAHEDR L, 40(9), 1999, pp. 1767-1770
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
9
Year of publication
1999
Pages
1767 - 1770
Database
ISI
SICI code
0040-4039(19990226)40:9<1767:CACAOO>2.0.ZU;2-5
Abstract
In the presence of chiral thiourethane ligands [Cu(MeCN)(4)]BF4 forms activ e catalysts for the conjugate addition of MeMgBr, ZnEt2 and AlR3 (R = Me, E t) to non-3-en-2-one, hept-3-en-2-one, and 5-methylhex-3-en-2-one. Enantios electivities of up to 51% are realised for these difficult substrates; for cyclohex-2-enone an e.e. of 42% is attained, (C) 1999 Elsevier Science Ltd. All rights reserved.