Cooke ML, Xu K, Breit B * Albert-Ludwigs-Universität Freiburg, Germany
Enantioselective Rhodium-Catalyzed Synthesis of Branched Allylic Amines by Intermolecular
Hydroamination of Terminal Allenes.
Angew. Chem, Int. Ed. 2012;
51: 10876-10879
Key words
rhodium - hydroamination - allenes
Significance
Despite the versatility of α-chiral allylic amines, synthetic methods to access them
have been underdeveloped. The authors reported the first example of the enantioselective
intermolecular hydroamination of mono-substituted allenes.
Comment
A variety of substituted anilines, even bearing unprotected alcohol and indole moieties,
were employed to give good yields and high enantioselectivities. Further mechanistic
study is desirable to explain the regioselectivity of the hydrometalation step.
