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Enantioselective Organocatalytic Four-Atom Ring Expansion of Cyclobutanones: Synthesis of Benzazocinones

2018-11-06

Description : An enantioselective Michael addition– four-atom ring expansion cascade reaction involving cyclobutanones activated by a N-aryl secondary amide group and ortho-amino nitrostyrenes has been developed for the preparation of functionalized eight-membered benzolactams using bifunc- tional aminocatalysts. Taking advantage of the secondary amide activating group, the eight-membered cyclic products could be further rearranged into their six-membered isomers having a glutarimide core under base catalysis conditions without erosion of optical purity, featuring an overall ring expansion– ring contraction strategy.
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https://medihal.archives-ouvertes.fr/hal-02331747
Contributeur : Gaelle Chouraqui <>
Soumis le : jeudi 24 octobre 2019 - 14:43:05
Dernière modification le : lundi 4 novembre 2019 - 09:22:01