Rearrangement of vinyl allene oxide geometric isomers to cyclopentenones. Further computational insights with biologically relevant model systems-Reference-Cited by-同舟云学术

Rearrangement of vinyl allene oxide geometric isomers to cyclopentenones. Further computational insights with biologically relevant model systems

Published:2017 Issue:13 Volume:15 Page:2846-2855
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

González-Pérez Adán B.¹²³⁴⁵,Grechkin Alexander⁶⁷⁸⁹,de Lera Ángel R.¹²³⁴⁵^ORCID

Affiliation:

1. Departamento de Química Orgánica

2. Facultade de Química and Centro de Investigacións Biomédicas (CINBIO)

3. Universidade de Vigo

4. 36310 Vigo

5. Spain

6. Kazan Institute of Biochemistry and Biophysics

7. Russian Academy of Sciences

8. 420111 Kazan

9. Russia

Abstract

A computational study of the rearrangement of vinyl allene oxides of biological relevance, which include alkyl (methyl, propyl) or unsaturated groups (allyl, crotyl) attached to the C_sp3 atom has revealed interesting insights into the formation of naturally occurring cyclopentenones.

Funder

Ministerio de Ciencia e Innovación

Russian Foundation for Basic Research

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C6OB02791A

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1. Mechanism of corn hydroperoxide isomerase: detection of 12,13(S)-oxido-9(Z),11-octadecadienoic acid

2. Isolation and characterization of natural allene oxides: unstable intermediates in the metabolism of lipid hydroperoxides.