A computational study of the influence of methyl substituents on competitive ring closure to α- and β-lactones-Reference-Cited by-同舟云学术

A computational study of the influence of methyl substituents on competitive ring closure to α- and β-lactones

Published:2017 Issue:34 Volume:15 Page:7235-7240
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Wilson Philippe B.¹²³⁴⁵^ORCID,Williams Ian H.⁵⁶⁷⁴^ORCID

Affiliation:

1. Leicester School of Pharmacy

2. De Montfort University

3. Leicester

4. UK

5. Department of Chemistry

6. University of Bath

7. Bath

Abstract

gem-Dimethyl substitution at C3 enhances the preference for β-lactone formation from 2-chlorosuccinate but methylation at C2 almost favours α-lactone.

Funder

Engineering and Physical Sciences Research Council

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C7OB01653K

Reference27 articles.

1. Covalent inhibitors in drug discovery: from accidental discoveries to avoided liabilities and designed therapies

2. Combining cross-metathesis and activity-based protein profiling: New β-lactone motifs for targeting serine hydrolases

3. β-Lactone Synthetase Found in the Olefin Biosynthesis Pathway

4. Zur Kenntnis der Waldenschen Umkehrung

5. Ueber die gegenseitige Umwandlung optischer Antipoden

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