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

Organic Letters

Volumn 7, Issue 21, 2005, Pages 4729-4731

  Kobayashi, Shu ^a   Ogino, Tsuyoshi ^a   Shimizu, Haruka ^a   Ishikawa, Shunpei ^a   Hamada, Tomoaki ^a   Manabe, Kei ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE; BI(OTF)3; MESYLIC ACID DERIVATIVE; SILICON DERIVATIVE; WATER;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; X RAY CRYSTALLOGRAPHY;

2,2'-DIPYRIDYL; CATALYSIS; CRYSTALLOGRAPHY, X-RAY; MESYLATES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SILICON COMPOUNDS; STEREOISOMERISM; WATER;

EID: 27144472960     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051965w     Document Type: Article

References (29)

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24. 3 is a water-compatible Lewis acid, and it works well for hydroxymethylation even in the absence of a basic ligand. Kobayashi, S.; Hachiya, I.; Ishitani, H.; Araki, M. Synlett 1993, 472.
25. The angle of O-Bi-O is 165°, while that of O-Sc-O is 151°. The torsional angle of two pyridines in the Bi complex is 27.0° and that in the Sc complex is 19.4°. For the Sc complex, see ref 6.
26. Details are shown in the Supporting Information.
27. 3-2,2′-bipyridine complex: 20% yield for 1.5 h.
28. 2, was reported. Wada, M.; Takahashi, T.; Domae, T.; Fukuma, T.; Miyoshi, N.; Smith, K. Tetrahedron: Asymmetry 1997, 8, 3939.
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