Pentadienylzirconium compounds: easily accessible new reagents for selective pentadienylation reactions

Authors
Bertus, P Cherouvrier, F Szymoniak, J
Citation
P. Bertus et al., Pentadienylzirconium compounds: easily accessible new reagents for selective pentadienylation reactions, TETRAHEDR L, 42(9), 2001, pp. 1677-1680
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
9
Year of publication
2001
Pages
1677 - 1680
Database
ISI
SICI code
0040-4039(20010226)42:9<1677:PCEANR>2.0.ZU;2-9
Abstract
2,4-Pentadienylzirconium complexes are generated from 2,4- or 2,2'-pentadie nyl ethers in turn. These compounds react in situ with aldehydes and ketone s in a totally gamma -regioselective manner and with predominant anti stere oselectivity to produce bis(homoallylic) alcohols in good yields. Iodocycli zation of one of these alcohols represents regio- and stereocontrolled shor t entry to functionalized tetrahydrofurans. (C) 2001 Elsevier Science Ltd. All rights reserved.