Simple phosphinite-oxazoline ligands for asymmetric catalysis

Authors
Jones, G Richards, CJ
Citation
G. Jones et Cj. Richards, Simple phosphinite-oxazoline ligands for asymmetric catalysis, TETRAHEDR L, 42(32), 2001, pp. 5553-5555
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5553 - 5555
Database
ISI
SICI code
0040-4039(20010806)42:32<5553:SPLFAC>2.0.ZU;2-2
Abstract
4-(Hydroxymethyl)oxazolines, derived from (S)-serine methyl ester and a var iety of acid chlorides (RCOCl), were reacted with Ph2PCl to give new phosph inite-oxazoline P-N ligands. These mediate the palladium catalysed asymmetr ic alkylation with dimethyl malonate with the following racemic propenyl su bstrates (RCH)-C-1=CHCH(OX)R-1: (a) R-1 =Ph, X = Ac-96% e.e.(S) with R=Ph; (b) R-1 = Me, X = CO2' Bu-70% e.e.(S) with R=(eta (5)-C5H4)(eta (4)-C4Ph4)C O. (C) 2001 Published by Elsevier Science Ltd.