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Tetrahydroquinolines and Benzazepines through Catalytic Diastereoselective Formal [4 + 2]-Cycloaddition Reactions between Donor–Acceptor Cyclopropenes and Imines

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journal contribution
posted on 2016-02-19, 04:16 authored by Phong M. Truong, Michael D. Mandler, Peter Y. Zavalij, Michael P. Doyle
Regio- and diastereoselective Lewis acid catalyzed cycloaddition reactions between imines and donor–acceptor cyclopropenes generated from silyl-protected enoldiazoacetates provide direct access to stable cyclopropane-fused tetrahydroquinolines and, with cyclopropane ring opening under mild conditions, to 1H-benzazipine derivatives.

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