Literature DB >> 23657813

Conformational regulation of substituted azepanes through selective monofluorination.

Alpesh Ramanlal Patel1, Graham Ball, Luke Hunter, Fei Liu.   

Abstract

Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by (1)H NMR spectroscopy and computational modelling. A single fluorine atom, installed diastereoselectively, was found to bias the azepane ring to one major conformation for one diastereomer.

Entities:  

Year:  2013        PMID： 23657813     DOI： 10.1039/c3ob40391b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  4 in total

1.  The price of flexibility - a case study on septanoses as pyranose mimetics.

Authors:  Christoph P Sager; Brigitte Fiege; Pascal Zihlmann; Raghu Vannam; Said Rabbani; Roman P Jakob; Roland C Preston; Adam Zalewski; Timm Maier; Mark W Peczuh; Beat Ernst
Journal:  Chem Sci       Date:  2017-11-08       Impact factor: 9.825

2.  Synthesis of Substituted Oxo-Azepines by Regio- and Diastereoselective Hydroxylation.

Authors:  Harold Spedding; Peter Karuso; Fei Liu
Journal:  Molecules       Date:  2017-10-31       Impact factor: 4.411

3.  Crystal structure of (4R,5S,6R)-6-azido-5-benz-yloxy-3,3,4-tri-fluoro-azepan-1-ium 2,2,2-tri-fluoro-acetate from synchrotron data.

Authors:  Alpesh Ramanlal Patel; Mohan M Bhadbhade; Fei Liu
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-10-24

Review 4.  Stereoselectively fluorinated N-heterocycles: a brief survey.

Authors:  Xiang-Guo Hu; Luke Hunter
Journal:  Beilstein J Org Chem       Date:  2013-11-29       Impact factor: 2.883
  4 in total

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