Hyphenating the curtius rearrangement with Morita-Baylis-Hillman adducts: synthesis of biologically active acyloins and vicinal aminoalcohols
GW Amarante, M Cavallaro, F Coelho
Index: Amarante, Giovanni W.; Cavallaro, Mayra; Coelho, Fernando Journal of the Brazilian Chemical Society, 2011 , vol. 22, # 8 p. 1568 - 1584
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Citation Number: 3
Abstract
ABSTRACT Using Morita-Baylis-Hillman adducts as substrates, the Curtius rearrangement was performed in a sequence that allowed the synthesis of several hydroxy-ketones (acyloins) with great structural diversity and in good overall yields. These acyloins in turn were easily transformed into 1, 2-anti aminoalcohols through a highly diastereoselective reductive amination step. The synthetic utility of these approaches was exemplified by ...
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