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In-Line Proximity Effects in Extended 7-Azanorbornanes. 1. A New Concept for Modifying Effector Group Separation
1Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland, 4702, Australia, and Department of Chemistry, University of Leicester, Leicester, LE1 7RH, U.K.
Organic Letters
|May 18, 2000
Abstract:
Control of N-substituent geometry in fused 7-azanorbornane systems is based on the dominance of one proximate bridge (sentinel X) over the other (sentinel Y) relative to the N-bridge; the N-inversion equilibrium can effectively be displaced in favor of a single invertomer. This study has used a combination of synthesis, crystallography, and molecular modeling to establish stereostructures.