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Stereoselective Synthesis of Tetrasubstituted Alkenes via a Cp*Co-III-Catalyzed C-H Alkenylation/Directing Group Migration Sequence

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Title: Stereoselective Synthesis of Tetrasubstituted Alkenes via a Cp*Co-III-Catalyzed C-H Alkenylation/Directing Group Migration Sequence
Authors: Ikemoto, Hideya Browse this author
Tanaka, Ryo Browse this author
Sakata, Ken Browse this author
Kanai, Motomu Browse this author
Yoshino, Tatsuhiko Browse this author →KAKEN DB
Matsunaga, Shigeki Browse this author →KAKEN DB
Keywords: C-H activation
cobalt
first row transition metals
homogeneous catalysis
indoles
Issue Date: 12-Jun-2017
Publisher: Wiley-Blackwell
Journal Title: Angewandte chemie-international edition
Volume: 56
Issue: 25
Start Page: 7156
End Page: 7160
Publisher DOI: 10.1002/anie.201703193
PMID: 28508443
Abstract: A highly atom economical and stereoselective synthesis of tetrasubstituted alpha,beta-unsaturated amides was achieved by a Cp*Co-III-catalyzed C-H alkenylation/directing group migration sequence. A carbamoyl directing group, which is typically removed after C-H functionalization, worked as an internal acylating agent and migrated onto the alkene moiety of the product. The directing group migration was realized with the Cp*Co-III catalyst, while a related Cp*Rh-III catalyst did not promote the migration process. The product was further converted into two types of tricyclic compounds, one of which had fluorescent properties.
Rights: This is the peer reviewed version of the following article: Angewandte chemie-international edition,56(25),7156-7160,2017 which has been published in final form at doi.org/10.1002/anie.201703193. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Type: article (author version)
URI: http://hdl.handle.net/2115/70699
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 吉野 達彦

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