Theoretical Prediction of a Perepoxide Intermediate for the Reaction of Singlet Oxygen with trans-Cyclooctene Contrasts with the Two-Step No-Intermediate Ene Reaction for Acyclic Alkenes-Reference-Cited by-同舟云学术

Theoretical Prediction of a Perepoxide Intermediate for the Reaction of Singlet Oxygen with trans-Cyclooctene Contrasts with the Two-Step No-Intermediate Ene Reaction for Acyclic Alkenes

Published:2008-10-04 Issue:21 Volume:73 Page:8511-8519
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Leach Andrew G.¹,Houk K. N.¹,Foote Christopher S.¹

Affiliation:

1. AstraZeneca Pharmaceuticals, Mereside, Alderley Park, Macclesfield, Cheshire, U.K., and Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo8016154

Reference61 articles.

1. Mechanism of Ene Reactions of Singlet Oxygen. A Two-Step No-Intermediate Mechanism

2. Reaction of Cyclooctenes with Singlet Oxygen. Trapping of a Perepoxide Intermediate

3. Reaction of N-Substituted 1,2,4-Triazoline-3,5-diones and trans-Cyclooctene. Direct Observation of an Aziridinium Imide

4. Diels–Alder and ene reactions of singlet oxygen, nitroso compounds and triazolinediones: transition states and mechanisms from contemporary theory

5. The Ene Reactions of Nitroso Compounds Involve Polarized Diradical Intermediates

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