Enantioselective Rhodium‐Catalyzed Synthesis of Branched Allylic Amines by Intermolecular Hydroamination of Terminal Allenes | Zendy

Cooke Michael L. | Zendy; Xu Kun | Zendy; Breit Bernhard | Zendy

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Enantioselective Rhodium‐Catalyzed Synthesis of Branched Allylic Amines by Intermolecular Hydroamination of Terminal Allenes

Author(s) -

Cooke Michael L.,

Xu Kun,

Breit Bernhard

Publication year - 2012

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.201206594

Subject(s) - hydroamination , enantioselective synthesis , allylic rearrangement , rhodium , allene , chemistry , regioselectivity , catalysis , organic chemistry , combinatorial chemistry , medicinal chemistry

Branching out : The rhodium‐catalyzed enantioselective hydroamination of monosubstituted allenes with anilines permits the atom‐economic synthesis of valuable branched allylic amines. In contrast to previous linear selective allene hydroaminations, a Rh I /Josiphos catalyst system (see scheme; cod=1,5‐cyclooctadiene, DCE=1,2‐dichloroethane) allows branched allylic amines to be obtained with perfect regioselectivity, high yield, and good enantioselectivity.

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