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Organocatalytic Enantioselective 1,3-Difunctionalizations of Morita-Baylis-Hillman Carbonates.

A new interesting article has been published in Org Lett. 2018 Oct 5;20(19):6279-6283. doi: 10.1021/acs.orglett.8b02764. Epub 2018 Sep 26. and titled:

Organocatalytic Enantioselective 1,3-Difunctionalizations of Morita-Baylis-Hillman Carbonates.

Authors of this article are:
Chen ZC Chen P Chen Z Ouyang Q Liang HP Du W Chen YC.

A summary of the article is shown below:
The in-situ-generated zwitterionic allylic ylides between Morita-Baylis-Hillman carbonates from isatins and chiral tertiary amine catalysts underwent highly regioselective and enantioselective 1,3-oxo-ethynylation or 1,3-amino-sulfenylation reactions with silyl ethynyl-1,2-benziodoxol-3( 1H)-ones or N-(aryl or alkylthio)imides, respectively, giving densely functionalized products bearing a quaternary stereogenic center. An array of diversely structured scaffolds were efficiently constructed from the products, showing the synthetic versatility of the current catalytic strategy.

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