首页|Pd-Catalyzed Dienylation of Propargylic Esters Enabling Highly Stereoselective Synthesis of Danishefsky-Type Trisubstituted Dienes
Pd-Catalyzed Dienylation of Propargylic Esters Enabling Highly Stereoselective Synthesis of Danishefsky-Type Trisubstituted Dienes
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The stereochemical synthesis of highly substituted Danishefsky-type dienes remains unsolved in organic chemistry.We describe a sim-ple and efficient approach for the stereoselective synthesis of Danishefsky-type trisubstituted dienes from readily available propargylic esters via Pd-catalyzed dienylation reaction through the key intermediate metallacyclobutene in a regio-,chemo-and stereoselective fashion.This method facilitates a broad range of challenging trisubstituted dienes with a high level of stereocontrol.The synthetic util-ities of oxygenated trisubstituted dienes have been demonstrated by the downstream chemistry,which notably undergoes Diels-Alder reaction with a variety of electron-deficient dienophiles to furnish multisubstituted cyclohexenes in good yields with excellent stere-oselectivity.
Jiangsu Collaborative Innovation Center of Biomedical Functional Materials,Jiangsu Key Laboratory of New Power Batteries,School of Chemistry and Materials Science,Nanjing Normal University,Nanjing,Jiangsu 210023,China
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