Bismuth(III) triflate : A water-stable equivalent of trimethylsilyl triflate for the catalysis of Mukaiyama aldol reactions

Synlett

Volumn , Issue 11, 1998, Pages 1249-1251

  Le Roux, C ^a   Ciliberti, L ^a   Laurent Robert, H ^a   Laporterie, A ^a   Dubac, J ^a  

^a UMR 5069) 118 route de Narbonne   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000543314     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1907     Document Type: Article

References (50)

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4. 3 :
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44. 7c,11
45. The fact that 2 exhibits a better catalytic activity than any of the other metallic triflates tested does not mean that the same order of activity has to be expected for any substrates especially in the case of ketones or aldehydes.
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48. Our experiments proved at least that the transmetallation occurs at RT, but the NMR suffers in precision to give evidence that this reaction also occurs at -70°C. However, with scandium triflate, this reaction does not occur even at RT.
49. 2v the catalysis of the reaction between 1-trimethylsilyloxycyclohexene and benzaldehyde in a water/THF solution and in the presence of 1 led to an instantaneous hydrolysis of the silyl enol ether and no product formation.
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