Selective ring-rearrangement or ring-closing metathesis of bicyclo[3.2.1]octenes-Reference-Cited by-同舟云学术

Selective ring-rearrangement or ring-closing metathesis of bicyclo[3.2.1]octenes

Published:2020 Issue:79 Volume:56 Page:11779-11782
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Semenova Evgeniya¹²³⁴,Lahtigui Ouidad¹²³⁴,Scott Sarah K.¹²³⁴,Albritton Matthew¹²³⁴,Abboud Khalil A.¹²³⁴,Ghiviriga Ion¹²³⁴,Roitberg Adrian E.¹²³⁴,Grenning Alexander J.¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry

2. University of Florida

3. Gainesville

4. USA

Abstract

Explored was the competitive ring-closing metathesis vs. ring-rearrangement metathesis of bicyclo[3.2.1]octenes prepared by a simple and convergent synthesis from bicyclic alkylidenemalononitriles and allylic electrophiles.

Funder

National Science Foundation

College of Liberal Arts and Sciences, University of Florida

National Institutes of Health

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2020/CC/D0CC04624H

Reference32 articles.

1. [3,3]-Sigmatropic rearrangements: recent applications in the total synthesis of natural products

2. The Introduction of Substituted Vinyl Groups. VII. Alkylidene and Substituted Vinyl Alkylmalononitriles

3. Diastereoselective Synthesis of 2,3,4-Trisubstituted Tetrahydrofurans via Thermally Reactive 1,5-Diene-tert-butyl Carbonates

4. Promoting Thermodynamically Unfavorable [3,3] Rearrangements by Chemoselective Reduction

5. Transient [3,3] Cope rearrangement of 3,3-dicyano-1,5-dienes: computational analysis and 2-step synthesis of arylcycloheptanes

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