Stereospecific Ring Contraction of Bromocycloheptenes through Dyotropic Rearrangements via Nonclassical Carbocation

Stereospecific Ring Contraction of Bromocycloheptenes through Dyotropic Rearrangements via Nonclassical Carbocation–Anion Pairs

Published:2018-03-29 Issue:15 Volume:140 Page:4986-4990
ISSN:0002-7863
Container-title:Journal of the American Chemical Society
language:en
Short-container-title:J. Am. Chem. Soc.

Author:

Goh Shermin S.¹,Champagne Pier Alexandre²^ORCID,Guduguntla Sureshbabu¹,Kikuchi Takashi³⁴,Fujita Makoto³^ORCID,Houk K. N.²^ORCID,Feringa Ben L.¹^ORCID

Affiliation:

1. Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands

2. Department of Chemistry and Biochemistry, University of California—Los Angeles, 607 Charles E. Young Drive East, Box 951569, Los Angeles, California 90095-1569, United States

3. Department of Applied Chemistry, University of Tokyo, 7-3-1 Hongo, Bukyo-ku, Tokyo 113-8656, Japan

4. Rigaku Corporation, 3-9-12 Matsubara-cho, Akishima-shi, Tokyo 196-8628, Japan

Funder

Division of Chemistry

Koninklijke Nederlandse Akademie van Wetenschappen

Agency for Science, Technology and Research

Accelerated Innovation Research Initiative Turning Top Science and Ideas into High-Impact Values

Fonds de Recherche du Québec - Nature et Technologies

Ministerie van Onderwijs, Cultuur en Wetenschap

Nederlandse Organisatie voor Wetenschappelijk Onderzoek

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Link

http://pubs.acs.org/doi/pdf/10.1021/jacs.8b00821

Reference48 articles.

1. Copper-catalyzed asymmetric allylic substitution reactions with organozinc and Grignard reagents

2. Catalytic Asymmetric Conjugate Addition and Allylic Alkylation with Grignard Reagents

3. Enantioselective Copper-Catalyzed Conjugate Addition and Allylic Substitution Reactions

4. dLanglois, J.B.; Alexakis, A. In Transition Metal Catalyzed Allylic Substitution in Organic Synthesis; Kazmaier, U., Ed. Springer-Verlag: Berlin, 2012; pp 235–268.

5. Asymmetric Allylic Substitutions Using Organometallic Reagents

Cited by 23 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Desymmetrization of Inert meso-Diethers through Copper-Catalyzed Asymmetric Allylic Alkylation with Grignard Reagents;Organic Letters;2024-07-01

2. Stereoinvertive S_N1 Through Neighboring Group Participation;Angewandte Chemie International Edition;2024-06-27

3. Stereoinvertive S_N1 Through Neighboring Group Participation;Angewandte Chemie;2024-06-27

4. Discovery of a Formal Dyotropic Rearrangement during Acid-Mediated Dioxabicyclo[4.2.1]nonanone Formation;Organic Letters;2024-06-20

5. Substituent Effects on the Equilibria between Cyclopropylcarbinyl, Bicyclobutonium, Homoallyl, and Cyclobutyl Cations;The Journal of Organic Chemistry;2024-05-16