Aza‐MIRC Reactions of Sulfonyl‐Activated Hydroxycarbamates with α,β‐Difunctionalised Acrylates | Zendy

Fioravanti Stefania | Zendy; Morreale Alberto | Zendy; Pellacani Lucio | Zendy; Tardella Paolo A. | Zendy

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Aza‐MIRC Reactions of Sulfonyl‐Activated Hydroxycarbamates with α,β‐Difunctionalised Acrylates

Author(s) -

Fioravanti Stefania,

Morreale Alberto,

Pellacani Lucio,

Tardella Paolo A.

Publication year - 2003

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200300425

Subject(s) - chemistry , stereoselectivity , reagent , amination , sulfonyl , organic chemistry , reaction conditions , combinatorial chemistry , catalysis , alkyl

Highly functionalised aziridines are readily obtained in high yields (up to 95%) under mild conditions from the reaction of trisubstituted olefins bearing different groups with nosyloxycarbamates in the presence of calcium oxide. We propose a possible explanation for the different reactivities observed between these olefins and the aminating agents. Reagent‐controlled stereoselective amination reactions led to the expected products with high conversions and purities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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