Journal article

One-Pot Three-Component Catalytic Enantioselective Synthesis of Homoallylboronates

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Publication Details

Author list: IBRAHEM I, CÓRDOVA A, IBRAHEM I, Lovén Breistein P, CÓRDOVA A

Publication year: 2011

Start page: 12036

End page: 12041

Number of pages: 6

ISSN: 1433-7851

DOI: http://dx.doi.org/10.1002/anie.201105458

View additional information: View in Web of Science


Abstract

No longer a simple bor(ation): The title reaction between bis(pinacolato)diboron, enals, and 2-(triphenylphosphoranylidene)acetates employing bench-stable copper salts and a simple chiral amine co-catalyst is presented. The reaction proceeds through a catalytic asymmetric conjugate borane addition/Wittig sequence wherein the ß-boration step is 1,4-selective and gives the corresponding homoallylboronate products with high enantiomeric ratios.


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