Palladium catalyzed stereoselective cross-couplings and acylations of chiral secondary diorganozincs

Authors
Boudier, A Knochel, P
Citation
A. Boudier et P. Knochel, Palladium catalyzed stereoselective cross-couplings and acylations of chiral secondary diorganozincs, TETRAHEDR L, 40(4), 1999, pp. 687-690
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
4
Year of publication
1999
Pages
687 - 690
Database
ISI
SICI code
0040-4039(19990122)40:4<687:PCSCAA>2.0.ZU;2-Y
Abstract
Cyclic and open-chain trisubstituted olefins were hydroborated with (-)-Ipc BH(2) and stereoselectively transmetalated to the corresponding chiral zinc reagents with excellent diastereoselectivity and good enantioselectivity. The palladium(0) catalyzed cross-coupling with alkenyl iodides or acyl chlo rides proceeds with high retention of configuration in satisfactory overall yields. (C) 1999 Elsevier Science Ltd. All rights reserved.