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Copper(I)-Catalyzed Enantioselective Boryl Substitution of Allyl Acylals: An Efficient Approach for Enantioenriched -Chiral -Acetoxyallylboronates

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Title: Copper(I)-Catalyzed Enantioselective Boryl Substitution of Allyl Acylals: An Efficient Approach for Enantioenriched -Chiral -Acetoxyallylboronates
Authors: Takenouchi, Yuta Browse this author
Kojima, Ryoto Browse this author
Momma, Riko Browse this author
Ito, Hajime Browse this author →KAKEN DB
Keywords: boron
enantioselectivity
copper
catalysis
allylation
Issue Date: Jan-2017
Publisher: Georg Thieme Verlag
Journal Title: Synlett
Volume: 28
Issue: 2
Start Page: 270
End Page: 274
Publisher DOI: 10.1055/s-0036-1588354
Abstract: A novel approach has been developed for the enantioselective synthesis of -chiral -acetoxyallylboronates via the copper(I)-catalyzed -boryl substitution of allyl acylals. This reaction proceeded with high E/Z selectivity and enantioselectivity (E/Z = >99:1, up to 80% yield, up to 99% ee). The subsequent allylation of aldehyde with the allylboronate afforded the monoprotected anti-1,2-diol derivative with high stereoselectivity.
Type: article (author version)
URI: http://hdl.handle.net/2115/68316
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 伊藤 肇

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