Tetrahedron Letters

Pentadienylzirconium compounds: easily accessible new reagents for selective pentadienylation reactions

P Bertus, F Cherouvrier, J Szymoniak

Index: Bertus, Philippe; Cherouvrier, Franck; Szymoniak, Jan Tetrahedron Letters, 2001 , vol. 42, # 9 p. 1677 - 1680

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Citation Number: 7

Abstract

2, 4-Pentadienylzirconium complexes are generated from 2, 4-or 2, 2′-pentadienyl ethers in turn. These compounds react in situ with aldehydes and ketones in a totally γ- regioselective manner and with predominant anti stereoselectivity to produce bis (homoallylic) alcohols in good yields. Iodocyclization of one of these alcohols represents regio-and stereocontrolled short entry to functionalized tetrahydrofurans.