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Copper(I)-Catalyzed Boryl Substitution of Allyl Aminals: Selective Synthesis of Linear gamma-Aminoallylboronates

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Title: Copper(I)-Catalyzed Boryl Substitution of Allyl Aminals: Selective Synthesis of Linear gamma-Aminoallylboronates
Authors: Takenouchi, Yuta Browse this author
Ito, Hajime Browse this author →KAKEN DB
Keywords: allylboronates
copper
catalysis
1,2-amino alcohols
allylboration
Issue Date: Nov-2017
Publisher: Georg Thieme Verlag
Journal Title: Synthesis-stuttgart
Volume: 49
Issue: 21
Start Page: 4738
End Page: 4744
Publisher DOI: 10.1055/s-0036-1588802
Abstract: A novel approach for the selective synthesis of -substituted -aminoallylboronates through a copper(I)-catalyzed -boryl-substitution of allyl aminals is developed. The reaction proceeds with high yield (up to 88%) and good E/Z selectivity (up to >95:5). Subsequent aldehyde allylation using allylboronates affords (Z)-anti-1,2-amino alcohol derivatives with high stereoselectivity (up to 91% yield, and up to 17:83 E/Z).
Rights: © 2017 Georg Thieme Verlag
Type: article (author version)
URI: http://hdl.handle.net/2115/71764
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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