Conformational regulation of substituted azepanes through selective monofluorination

Alpesh Ramanlal Patel; Graham Ball; Luke Hunter; Fei Liu

doi:10.1039/c3ob40391b

Conformational regulation of substituted azepanes through selective monofluorination

Alpesh Ramanlal Patel, Graham Ball, Luke Hunter, Fei Liu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

19 Citations (Scopus)

Abstract

Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by ¹H 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.

Original language	English
Pages (from-to)	3781-3785
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	23
DOIs	https://doi.org/10.1039/c3ob40391b
Publication status	Published - 2013

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10.1039/c3ob40391b

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title = "Conformational regulation of substituted azepanes through selective monofluorination",

abstract = "Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by 1H 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.",

author = "Patel, {Alpesh Ramanlal} and Graham Ball and Luke Hunter and Fei Liu",

year = "2013",

doi = "10.1039/c3ob40391b",

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AU - Patel, Alpesh Ramanlal

AU - Ball, Graham

AU - Hunter, Luke

AU - Liu, Fei

PY - 2013

Y1 - 2013

N2 - Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by 1H 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.

AB - Substituted azepanes are common bioactive epitopes with flexible ring structures. The conformational effects of monofluorination in model azepane rings were investigated by 1H 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.

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U2 - 10.1039/c3ob40391b

DO - 10.1039/c3ob40391b

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AN - SCOPUS:84890448457

SN - 1477-0520

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SP - 3781

EP - 3785

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 23

ER -

Conformational regulation of substituted azepanes through selective monofluorination

Abstract

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