A practical protocol for the highly E-selective formation of aryl-substituted silylketene acetals

Organic Letters

Volumn 12, Issue 16, 2010, Pages 3712-3715

  Harker, Wesley R R ^a   Carswell, Emma L ^b   Carbery, David R ^a  

^a University of Bath   (United Kingdom)

^b MSD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77955679843     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol101580y     Document Type: Article

References (44)

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43. The use of a sealed tube insert to assist NMR locking was considered. However, drying the sealed insert carefully becomes impractical, leading to potential synthetic complications. Solvent suppression techniques were not required as THF and silylketene acetal signals were not coincident.
44. The intermediate temperature of -50 °C was chosen as quenching studies have shown that rearrangement of 1 proceeds smoothly at -50 °C.