Abstract
Controlling diastereoselectivity by metal coordination: In the case of 3,3-dimethylmethylenecyclohexanes 2—a structural unit present in many interesting natural products—the thermodynamically less stable cis-2,4-disubstituted compounds become available through a cyclization event wherein the configuration is determined by a carbopalladation step. Both the cycloisomerization of 1,7-enynes 1 and the intramolecular Heck-type reaction of compounds of type 3 provide the cis product as the major product.
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