Dynamic Kinetic Asymmetric [3+2] Annulation Reactions of Aminocyclopropanes

We report the first example of a dynamic kinetic asymmetric [3 + 2] annulation reaction of aminocyclopropanes with both enol ethers and aldehydes. Using a Cu catalyst and a commercially available bisoxazoline ligand, cyclopentyl- and tetrahydrofurylamines were obtained in 69-99% yield and up to a 98:2 enantiomeric ratio using the same reaction conditions. The method gives access to important enantio-enriched nitrogen building blocks for the synthesis of bioactive compounds.


Published in:
Journal Of The American Chemical Society, 136, 17, 6239-6242
Year:
2014
Publisher:
Washington, American Chemical Society
ISSN:
0002-7863
Laboratories:




 Record created 2014-06-16, last modified 2018-09-13

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