In-line proximity effects in extended 7-azanorbornanes. 1. A new concept for modifying effector group separation based on the control of N-invertomergeometry

Citation
Dn. Butler et al., In-line proximity effects in extended 7-azanorbornanes. 1. A new concept for modifying effector group separation based on the control of N-invertomergeometry, ORG LETT, 2(6), 2000, pp. 721-724
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
6
Year of publication
2000
Pages
721 - 724
Database
ISI
SICI code
1523-7060(20000323)2:6<721:IPEIE7>2.0.ZU;2-N
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 (sent inel Y) relative to the N-bridge; the N-inversion equilibrium can effective ly be displaced in favor of a single invertomer, This study has used a comb ination of synthesis, crystallography, and molecular modeling to establish stereostructures.