Asymmetric cyclopropanation of ketene silyl acetal with allylic acetate catalyzed by a palladium complex

Authors
Satake, A Kadohama, H Koshino, H Nakata, T
Citation
A. Satake et al., Asymmetric cyclopropanation of ketene silyl acetal with allylic acetate catalyzed by a palladium complex, TETRAHEDR L, 40(18), 1999, pp. 3597-3600
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
18
Year of publication
1999
Pages
3597 - 3600
Database
ISI
SICI code
0040-4039(19990430)40:18<3597:ACOKSA>2.0.ZU;2-A
Abstract
The first asymmetric cyclopropanation of ketene silyl acetal with allylic a cetate was achieved. New chiral oxazolidinylpyrazole ligands and their eta( 3)-allylpalladium complexes were synthesized. Reaction of cinnamyl acetate with ketene silyl acetal of ethyl isobutylate in the presence of a palladiu m complex gave a phenyl cyclopropane derivative in 20 similar to 54%ee. (C) 1999 Elsevier Science Ltd. All rights reserved.