Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs) | Zendy

Jazzar Rodolphe | Zendy; Dewhurst Rian D. | Zendy; Bourg JeanBaptiste | Zendy; Donnadieu Bruno | Zendy; Canac Yves | Zendy; Bertrand Guy | Zendy

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Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs)

Author(s) -

Jazzar Rodolphe,

Dewhurst Rian D.,

Bourg JeanBaptiste,

Donnadieu Bruno,

Canac Yves,

Bertrand Guy

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200605083

Subject(s) - hydroamination , intramolecular force , iminium , chemistry , nucleophile , stereocenter , alkyl , conjugate , intramolecular reaction , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , mathematical analysis , mathematics

A rival for the hydroamination reaction : The intramolecular “hydroiminiumation” reaction features some distinct advantages over intramolecular hydroamination since the resulting prochiral iminium ions potentially allow the subsequent addition of a large range of nucleophiles to afford a new stereogenic center α to the nitrogen atom (see scheme; Nu − =nucleophile).

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