Origins of the Endo and Exo Selectivities in Cyclopropenone, Iminocyclopropene, and Triafulvene Diels–Alder Cycloadditions-Reference-Cited by-同舟云学术

Origins of the Endo and Exo Selectivities in Cyclopropenone, Iminocyclopropene, and Triafulvene Diels–Alder Cycloadditions

Published:2018-02-22 Issue:6 Volume:83 Page:3164-3170
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Levandowski Brian J.¹^ORCID,Hamlin Trevor A.²^ORCID,Helgeson Roger C.¹,Bickelhaupt F. Matthias²³^ORCID,Houk K. N.¹^ORCID

Affiliation:

1. Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States

2. Department of Theoretical Chemistry and Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, 1081 HV Amsterdam, The Netherlands

3. Institute for Molecules and Materials (IMM), Radboud University, 6525 AJ Nijmegen, The Netherlands

Funder

Division of Chemistry

National Institute of General Medical Sciences

Nederlandse Organisatie voor Wetenschappelijk Onderzoek

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.8b00025

Reference45 articles.

1. Chlorocyclopropenes, chlorocyclopropenyl cations, and cyclopropenone

2. Stereochemistry of a Cyclopropanone by Crystal Structure Analysis. The Exo Configuration of the Diels-Alder Adduct of Cyclopropenone and 1,3-Diphenylisobenzofuran Appears To Be Stabilized Relative to the Endo by an Attractive Ether-Carbonyl Interaction

3. Diels-Alder Reaction of Furan with Cyclopropenone. An ab Initio Study

4. Experimental Diels-Alder Reactivities of Cycloalkenones and Cyclic Dienes Explained through Transition-State Distortion Energies

5. Cyclopropene. V. Some Reactions of Cyclopropene1

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