1997•The Journal of Organic ChemistryRequires access
Regioselectivity in the Palladium-Catalyzed Addition of Carbon Nucleophiles to Dihydropyran Derivatives
Marc‐Raleigh Brescia, Yvonne Class Shimshock, Philip DeShong
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Abstract
The regioselectivity of Pd-catalyzed malonate or sulfonylacetate addition to dihydropyran derivatives is highly dependent upon the substitution pattern of the dihydropyran nucleus and is governed by electronic, rather than steric factors. In certain instances, subtle steric features also play a role in controlling regioselectivity by altering the conformation of the intermediate η 3 -allyl Pd-complex.