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

Douglas N. Butler, Malcom L.A. Hammond, Martin R. Johnston, Guangxing Sun, John R. Malpass, John Fawcett, Ronald N. Warrener

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

(figure presented) X,Y = CH2 ≈ spirocyclopropyl > C=CMe2 > NZ > O sentinel dominance control (X>Y) 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.

Original languageEnglish
Pages (from-to)721-724
Number of pages4
JournalOrganic Letters
Volume2
Issue number6
DOIs
Publication statusPublished - 3 Mar 2000
Externally publishedYes

Fingerprint Dive into the research topics of 'In-line proximity effects in extended 7-azanorbornanes. 1. a new concept for modifying effector group separation based on the control of N-invertomer geometry'. Together they form a unique fingerprint.

  • Cite this