Frías María, Carrasco Ana Cristina, Fraile Alberto, Alemán José
Organic Chemistry Department, Módulo 1, Universidad Autónoma de Madrid, Madrid-, 28049, Spain.
Institute for Advanced Research in Chemical Sciences (IAdChem), Universidad Autónoma de Madrid, 28049, Madrid, Spain.
Chemistry. 2018 Mar 2;24(13):3117-3121. doi: 10.1002/chem.201705218. Epub 2017 Dec 13.
A new organocatalytic strategy for the synthesis of enantioenriched aza-Baylis-Hillman type products via a frustrated vinylogous reaction is presented. This process proceeds under mild conditions with good yields, completed Z/E selectivity and excellent enantioselectivities. Moreover, easy derivatizations of the final products led to important building blocks of organic synthesis such as 1,3-aminoalcohols and Lewis base catalysts.
本文提出了一种通过受阻烯醇化反应合成对映体富集的氮杂Baylis-Hillman型产物的新有机催化策略。该过程在温和条件下进行,产率良好,具有完全的Z/E选择性和优异的对映选择性。此外,最终产物易于衍生化,可得到有机合成的重要结构单元,如1,3-氨基醇和路易斯碱催化剂。