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

被引:0
|
作者
Washio, T [1 ]
Nakamura, S [1 ]
Anada, M [1 ]
Hashimoto, S [1 ]
机构
[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan
关键词
aldo reaction; asymmetric catalysis; enantioselection; dirhodium(II) complex; sily ketne acetal;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
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页码:567 / 578
页数:12
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    ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (4-5) : 521 - 526