HUSCAP logo Hokkaido Univ. logo

Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Chemical Sciences and Engineering >
Peer-reviewed Journal Articles, etc >

Copper(I)-catalysed regio- and diastereoselective intramolecular alkylboration of terminal allenes via allylcopper(I) isomerization

Files in This Item:
Manuscript.pdf290.24 kBPDFView/Open
Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/73955

Title: Copper(I)-catalysed regio- and diastereoselective intramolecular alkylboration of terminal allenes via allylcopper(I) isomerization
Authors: Ozawa, Yu Browse this author
Iwamoto, Hiroaki Browse this author
Ito, Hajime Browse this author
Issue Date: 14-May-2018
Publisher: Royal Society of Chemistry
Journal Title: Chemical communications
Volume: 54
Issue: 39
Start Page: 4991
End Page: 4994
Publisher DOI: 10.1039/c8cc02692k
Abstract: We report the first copper(I)-catalysed intramolecular alkylboration of terminal allenes with an alkyl halide moiety. The reaction provides alkenylboronates bearing a four-membered ring structure with high regio- and diastereocontrol. A possible reaction mechanism is proposed, involving the facile isomerization of an allylcopper(I) intermediate. A DFT study explains the experimental regio- and diastereoselectivity.
Type: article (author version)
URI: http://hdl.handle.net/2115/73955
Appears in Collections:総合化学院 (Graduate School of Chemical Sciences and Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 小澤 友

Export metadata:

OAI-PMH ( junii2 , jpcoar_1.0 )

MathJax is now OFF:


 

 - Hokkaido University