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Harnessing Stereospecific Z-Enamides through Silver-Free Cp*Rh(III) Catalysis by Using Isoxazoles as Masked
Suvankar Debbarma1, Sourav Sekhar Bera1, Modhu Sudan Maji1
1Department of Chemistry , Indian Institute of Technology Kharagpur , Kharagpur 721302 , India.
Abstract:
The stereospecific synthesis of Z-enamides is described in this paper. For the first time, isoxazoles have been employed as electrophiles in C-H functionalization to afford thermodynamically less stable Z-enamides utilizing salicylaldehydes in an atom- and step-economic fashion. The stereochemistry of enamides might originate from the relative disposition of atoms present in isoxazole and the intramolecular hydrogen bonding. The reaction showed excellent scope as several structurally and electronically diverse salicylaldehydes and isoxazoles reacted efficiently.
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