en
Scientific article
Letter
English

Palladium(0)- and nickel(0) catalyzed “metallo-ene-type” cyclizations: stereodirecting resident chirality

Published inTetrahedron Letters, vol. 31, no. 9, p. 1265-1268
Publication date1990
Abstract

Trans-cyclization products were selectively formed from C-6-substituted acetoxy-octadienes only via Ni(0) catalysis (1→2) and from C-4-substituted analogs under Pd(0)- and Ni(0) catalysis (7, 8→9). C-5-Substituted precursors gave mixtures of diastereoisomers. Nickel(0) catalyzed allylation/methoxycarbonylation of iodo diene 11 afforded 2-oxa-bicyclo[3.3.0]octanone 12 with highly diastereoselective generation of three stereogenic centers.

Citation (ISO format)
VON OPPOLZER, Wolfgang et al. Palladium(0)- and nickel(0) catalyzed “metallo-ene-type” cyclizations: stereodirecting resident chirality. In: Tetrahedron Letters, 1990, vol. 31, n° 9, p. 1265–1268. doi: 10.1016/S0040-4039(00)88781-X
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ISSN of the journal0040-4039
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