Palladium-Catalyzed Decarboxylative [4 + 3] Cyclization of γ-Methylidene-δ-valerolactones with 1,1-Dicyanocyclopropanes
Authors:
- 12 November 2009
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 11 (24) , 5642-5645
Abstract
A palladium-catalyzed decarboxylative [4 + 3] cyclization of γ-methylidene-δ-valerolactones with 1,1-dicyanocyclopropanes has been developed to produce cycloheptane derivatives in a convergent manner. This method can be applied to the synthesis of azepanes by reacting with aziridines, and their asymmetric variants have also been described. In addition, selective ring-expansion reactions can be achieved for certain γ-methylidene-δ-valerolactones to give nondecarboxylated nine-membered lactones.Keywords
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