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Asymmetric Conjugate Additionof Arylboronic Acids to Enones Catalyzed by Rhodium-MonodentatePhosphoramidite Complexes in the Presence of Bases

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Title: Asymmetric Conjugate Additionof Arylboronic Acids to Enones Catalyzed by Rhodium-MonodentatePhosphoramidite Complexes in the Presence of Bases
Authors: Iguchi, Yuki Browse this author
Itooka, Ryoh Browse this author
Miyaura, Norio Browse this author
Keywords: arylboronic acids
rhodium catalyst
phosphoramidite
asymmetric
conjugate addition
Issue Date: Jun-2003
Publisher: Georg Thieme Verlag
Journal Title: Synlett
Volume: 2003
Issue: 7
Start Page: 1040
End Page: 1042
Publisher DOI: 10.1055/s-2003-39315
Abstract: Rhodium(I)-catalyzed 1,4-addition of arylboronic acids to α,β-unsaturatedcarbonyl compounds was carried out in the presence of a chiral phosphoramiditeligand based on (R)-binol and dialkylamines.The reaction was significantly accelerated in the presence of abase such as KOH and Et3N, allowing the reaction to becompleted within 6 hours at 50 °C. The additionto 2-cyclohexenone achieved enantioselectivities up to 99%,though they were less effective for 2-cyclopentenone (79% ee),2-cycloheptenone (77% ee) and acyclic enones (31-43% ee).
Type: article (author version)
URI: http://hdl.handle.net/2115/14621
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: 宮浦 憲夫

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