PDF herunterladen
Synfacts 2015; 11(9): 0946
DOI: 10.1055/s-0035-1560099
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Hydroamination of Unactivated Internal Olefins

Rezensent(en):
Hisashi Yamamoto
,
Yasushi Shimoda
Yang Y, Shi S.-L, Niu D, Liu P, Buchwald SL * Massachusetts Institute of Technology, Cambridge and University of Pittsburgh, USA
Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines.

Science 2015;
349: 62-66
CrossrefPubMedGoogle Scholar
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
18. August 2015 (online)

 
 als PDF herunterladen Lizenzen und Reprints

Key words

asymmetric catalysis - hydroamination - alkenes - amines - copper

Significance

Previous hydroaminations of alkenes have been achieved with a restricted range of substrates (for example, styrenes or terminal olefins). Here, the authors succeed in asymmetric hydroamination of nonactivated internal olefins. This system provides ready access to various α-branched chiral amines with high enantio­selectivities (≥96% ee).


#

Comment

Electron-rich hydroxylamines are used as aminating reagent to suppress undesired reductions of hydroxylamines. The late-stage modification of pharmaceutical compounds is also demonstrated.


#
#


   Lizenzen und Reprints