Tandem aza-Michael additions under high pressure: a shortcut to the azanorbornyl skeleton

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The hyperbaric aza-Michael addition of mono- and diamines on alpha,beta-unsaturated beta,beta-disubstituted mono- and diesters has been studied. While in the case of monoester, this reaction provides a beta-aminoester presenting a quaternary center, a direct and efficient access to diester or lactams featuring an azanorbornyl skeleton was obtained when starting from a diester, following an unprecedented double aza-Michael addition. (c) 2006 Elsevier Ltd. All rights reserved.

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