The one-step construction of complex polycyclic frameworks from monocyclic precursors, that is, the initiation and controlled termination of entire reaction cascades, is also possible in radical reactions. The selective formation of CC bonds with radicals has become a useful synthetic method as is shown in the syntheses of 1 (hirsutene) and 2(the framework of cedrane). In each case, the cyclization was triggered by Bu3SnH/azobis(isobutyronitrile). Hanessian et al. have extended this method with a variation in which dienes and trienes are cyclized with Me3SnH generated in situ, and the CSn bond formed is then subjected to oxidative cleavage (3 → 4).
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H. M. R. Hoffmann (1992) studied this question.
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