Bismuth triflate-chiral bipyridine complexes as water-compatible chiral Lewis acids

被引:125
作者
Kobayashi, S [1 ]
Ogino, T [1 ]
Shimizu, H [1 ]
Ishikawa, S [1 ]
Hamada, T [1 ]
Manabe, K [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, HFRE Div, ERATO,Japan Sci & Technol Agcy,Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ol051965w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic asymmetric hydroxymethylation of silicon enolates with an aqueous formaldehyde solution has been developed using a chiral bismuth complex. This is the first example of highly enantioselective reactions using a chiral bismuth catalyst in aqueous media. In this paper, we have added Bi(OTf)(3)-1 complex as a "water-compatible Lewis acid". Bi(OTf)(3) is unstable in the presence of water but is stabilized by the basic ligand.
引用
收藏
页码:4729 / 4731
页数:3
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