A highly regio- and stereoselective Pd-catalyzed tandem allylic rearrangement/intramolecular decarboxylative coupling of aryl propiolates derived from Baylis-Hillman adducts

作者：Tummanapalli Satyanarayana^*; Vangapandu Dhanunjaya Naidu; Muthuraman Parthasarathy; Nizalapur Shashidhar

来源：Tetrahedron Letters, 2015, 56(15): 2008-2013.

DOI：10.1016/j.tetlet.2015.02.125

• Intramolecular decarboxylative coupling
• Allylic rearrangement
• Baylis-Hillman chemistry
• Regio/stereoselectivity
• Palladium

A highly regio- and stereoselective Pd-catalyzed tandem allylic rearrangement/intramolecular decarboxylative coupling of aryl propiolates derived from Baylis-Hillman alcohols leading to the formation of an important class of 1,5-diarylpent-1-en-4-ynes has been developed. The aryl propiolates of Baylis-Hillman alcohols derived from methyl acrylate provided exclusively (E)-1,5-diarylpent-1-en-4-ynes while the aryl propiolates of Baylis-Hillman alcohols derived from acrylonitrile provided exclusively (Z)-1,5-diarylpent-1-en-4-ynes.

• 出版日期2015-4-8