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Organozinc reagents FG-(CHz)nZnX containing electrophilic centers (FG) upon conversion to their corresponding zmcates (FG-(CH2)nZnMe2Li) and in the presence of 5·8 mol % MeCu(CN)Li, undergo 1,4-additions to cyclic conjugated enones. The intermediate zinc enolates can be trapped with aldehydes to afford products of three-component couplings. + Scheme II + CuCN) followed by the enone presumably leads to the same type of zinc cnolates 4 via 3 previously observed spectroscopically." onon.

A route to bicyclo[n.3.0] ring systems (n = 5-7) has been devised. Key transformations include an intermolecular diyl trapping reaction (1 + 3 --> 4), and fragmentation of the resulting tricyclic cycloadduct 4 (4 --> 5). A variety of diylophiles were examined, including electron deficient (6, 7, 21, 29, 30, 31), electron rich (8), and push-pull cycloalkenes (9, 10, 19, 20).

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