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Dirhodium(II) Tetrakis[N-benzene-fused Phthaloyl-(S)-piperidinonate] as a Chiral Lewis Acid: Catalytic Enantioselective Aldol Reactions of Acetate-derived Silylketene Acetals and Aldehydes

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Title: Dirhodium(II) Tetrakis[N-benzene-fused Phthaloyl-(S)-piperidinonate] as a Chiral Lewis Acid: Catalytic Enantioselective Aldol Reactions of Acetate-derived Silylketene Acetals and Aldehydes
Authors: Washio, Takuya Browse this author
Nakamura, Seiichi Browse this author
Anada, Masahiro Browse this author →KAKEN DB
Hashimoto, Shunichi Browse this author →KAKEN DB
Issue Date: 31-Dec-2005
Publisher: The Japan Institute of Heterocyclic Chemistry
Journal Title: Heterocycles - An International Journal for Reviews and Communications in Heterocyclic Chemistry
Volume: 66
Issue: 1
Start Page: 567
End Page: 578
Abstract: A first example of chiral dirhodium(II) complex-catalyzed enantioselective Mukaiyama aldol reactions is described. The aldol addition reaction of methyl acetate-derived trimethylsilylketene acetal with specific aldehydes such as benzyloxyacetaldehyde and electron-poor aromatic aldehydes is effectively catalyzed by dirhodium(II) tetrakis[N-benzene-fused phthaloyl-(S)- piperidinonate] (1a), providing silylated aldol adducts in up to 94% ee.
Type: article (author version)
URI: http://hdl.handle.net/2115/26430
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: 穴田 仁洋

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