Switchable Stereocontrolled Divergent Synthesis Induced by aza‐Michael Addition of Deactivated Primary Amines under Acid Catalysis | Zendy

Amara Z. | Zendy; Drège E. | Zendy; Troufflard C. | Zendy; Retailleau P. | Zendy; HuuDau M.E. Tran | Zendy; Joseph D. | Zendy

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Switchable Stereocontrolled Divergent Synthesis Induced by aza‐Michael Addition of Deactivated Primary Amines under Acid Catalysis

Author(s) -

Amara Z.,

Drège E.,

Troufflard C.,

Retailleau P.,

HuuDau M.E. Tran,

Joseph D.

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201404589

Subject(s) - michael reaction , conjugate , intramolecular force , chemistry , catalysis , divergent synthesis , addition reaction , tandem , selectivity , combinatorial chemistry , organic chemistry , materials science , mathematical analysis , mathematics , composite material

Switchable tandem intramolecular aza‐Michael/Michael and double aza‐Michael reactions allow the oriented synthesis of highly functionalised cyclic skeletons. Conjugate addition of deactivated anilines triggers chemo‐ and stereo‐divergent ring‐closure reaction pathways with a striking selectivity depending on reaction conditions.

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