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Publication 181  

  1. Rhodium(I)-Catalyzed ‘Metallo-Ene’ Cyclizations/β-Eliminations
    Oppolzer, W.; Fürstner, A.
    Helv. Chim. Acta 1993, 76, 2329-2337

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.

DOI : 10.1002/hlca.19930760618 

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