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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

Authors :
Washio, Takuya
Nakamura, Seiichi
Anada, Masahiro
Hashimoto, Shunichi
Washio, Takuya
Nakamura, Seiichi
Anada, Masahiro
Hashimoto, Shunichi
Publication Year :
2005

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.

Details

Database :
OAIster
Notes :
English
Publication Type :
Electronic Resource
Accession number :
edsoai.on1198366051
Document Type :
Electronic Resource