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ID 57816
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Terazaki, Miyuki Graduate School of Natural Science and Technology, Okayama University
Shiomoto, Kei-ichi Graduate School of Natural Science and Technology, Okayama University
Mizoguchi, Haruki Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID
Sakakura, Akira Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID
Abstract
Thioureas bearing electron-deficient aryl groups show high catalytic activity in the biomimetic bromocyclization of geranyl derivatives. The reaction of geranyl derivatives with N-bromosuccinimide (NBS) proceeds rapidly in CH2Cl2 to give the corresponding bromocyclization products in high yields as a ca. 1:1 mixture of endo- and exo-isomers. The reactivity of geranyl derivatives highly depends on the terminal substituent: electron-donating substituents increase the reactivity, while electron-withdrawing substituents decrease the reactivity.
Note
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher.
Published Date
2019-03-12
Publication Title
Organic Letters
Volume
volume21
Issue
issue7
Publisher
American Chemical Society
Start Page
2073
End Page
2076
ISSN
1523-7060
NCID
AA11347843
Content Type
Journal Article
language
英語
OAI-PMH Set
岡山大学
Copyright Holders
© American Chemical Society
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isVersionOf https://doi.org/10.1021/acs.orglett.9b00352
Citation
Org. Lett. 2019, 21, 7, 2073-2076 Publication Date:March 12, 2019 https://doi.org/10.1021/acs.orglett.9b00352