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Synfacts 2005(2): 0252-0252
DOI: 10.1055/s-2005-916124
DOI: 10.1055/s-2005-916124
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
A Robust Asymmetric Allylboration of Ketones with a Recyclable Auxiliary
E. Canales, G. Prasad, J. A. Soderquist*
University of Puerto Rico, Puerto Rico
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
25. Oktober 2005 (online)
Significance
The reported method is one of the best enantioselective allylation of ketones, especially useful for difficult cases like dialkyl ketones. The developed chiral auxiliary is relatively easy to prepare and can be recovered after the reaction. The whole sequence can be scaled up and gives the product as an air-stable solid. The enantioselectivity of the allylation is always excellent and even in case of methyl ethyl ketone it reaches 87%.