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Scientific article
English

Palladium-Catalyzed Intramolecular Zinc-Ene Reactions

Published inTetrahedron Letters, vol. 35, no. 43, p. 7939-7942
Publication date1994
Abstract

Cyclizations of acetoxydienes 1 with Pd(PPh₃)₄/Et₂Zn (0.05/4–5 mol-equiv.) in Et₂O at reflux, followed by either protonation, iodination or cyanation, provide cis-disubstituted cyclopentanes and pyrrolidines 5, 7 or 9. These tandem reactions, as well as the conversions 5 → 17 or 18 and 20 → 22 show good to excellent regio- and stereocontrol, which is compared to those of Pd-ene ring closures of 1 and 20.

Citation (ISO format)
VON OPPOLZER, Wolfgang, SCHROEDER, Fridtjof Harmen. Palladium-Catalyzed Intramolecular Zinc-Ene Reactions. In: Tetrahedron Letters, 1994, vol. 35, n° 43, p. 7939–7942. doi: 10.1016/0040-4039(94)80016-2
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ISSN of the journal0040-4039
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