Scientific article
English

Rhodium(I)-Catalyzed ‘Metallo-Ene' Cyclizations/β-Eliminations

Published inHelvetica chimica acta, vol. 76, no. 6, p. 2329-2337
Publication date1993
Abstract

Octadienyl carbonates 5 provide cyclic 1,4-dienes 6 when treated with Rh1 complexes (1–10 mol-%) at 80°. Similar cyclization of cyclohexenyl acetate 8 affords cis- fused hexahydroindene 9. Analogous ring closures of nonadienyl carbonate 10 yield preferably the cis-divinypyrrolidine 11 with Rh1 catalysis but the trans-isomer 12 when catalyzed by Pd0. Azaoctadienyl carbonate 5a undergoes elimination with [RhH(PPh3)4] (5 mol-%, 80°) in MeCN giving acyclic triene 7.

Citation (ISO format)
VON OPPOLZER, Wolfgang, FUERSTNER, Alois. Rhodium(I)-Catalyzed ‘Metallo-Ene” Cyclizations/β-Eliminations. In: Helvetica chimica acta, 1993, vol. 76, n° 6, p. 2329–2337. doi: 10.1002/hlca.19930760618
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Journal ISSN0018-019X
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