Trapping rhodium vinylcarbenoids with aminochalcones for the synthesis of medium-sized azacycles |
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| Authors: | Kiran Chinthapally Nicholas P. Massaro Sabrina Ton Eric D. Gardner Indrajeet Sharma |
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| Affiliation: | Department of Chemistry and Biochemistry, and Institute of Natural Products Applications and Research Technologies, University of Oklahoma, 101 Stephenson Parkway, Norman, OK 73071, USA |
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| Abstract: | A rhodium carbenoid initiated cascade has been developed for the stereoselective synthesis of medium-sized azacycles. The cascade approach utilizes readily accessible N-benzyl protected aminochalcones and vinyldiazo compounds to access 9-membered azacycles through a carbene- nitrogen insertion/aldol/oxy-Cope sequence. The cascade reaction has proven general with a range of N-benzyl protected aminochalcones and vinyldiazos to provide diverse medium-sized azacycles. |
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| Keywords: | Corresponding author. Diazo compounds Rhodium carbenoids Medium-sized rings Azacycles |
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