Molecules 1997, 2(2), 49-56; doi:10.3390/feb97p5
Article

Synthesis and 1,3-Dipolar Cycloaddition Reactions of Chiral Maleimides

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Received: 19 October 1996; Accepted: 10 December 1996 / Published: 25 February 1997
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: New routes to the synthesis of various novel chiral maleimides are described. The oxabicyclic anhydride 2 readily available exo-Diels-Alder adduct of furan and maleic anhydride was used as a vehicle, which in turn reacted with hydrochlorides of amino acids 3a-f in the presence of Et3N with release of furan to give the requisite novel chiral imides 4a-f in good to moderate yields. The stereoselectivity of 1,3-dipolar cycloaddition of nitrile oxides with prepared chiral imides 4a-f is investigated.
Keywords: Chiral maleimides; 1; 3-dipolar cycloadditions; nitrile oxides; stereoselectivity
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MDPI and ACS Style

Ondrus, V.; Fisera, L. Synthesis and 1,3-Dipolar Cycloaddition Reactions of Chiral Maleimides. Molecules 1997, 2, 49-56.

AMA Style

Ondrus V, Fisera L. Synthesis and 1,3-Dipolar Cycloaddition Reactions of Chiral Maleimides. Molecules. 1997; 2(2):49-56.

Chicago/Turabian Style

Ondrus, Vladimir; Fisera, Lubor. 1997. "Synthesis and 1,3-Dipolar Cycloaddition Reactions of Chiral Maleimides." Molecules 2, no. 2: 49-56.

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