Subscribe to RSS
DOI: 10.1055/s-0042-1753404
Ni-Catalyzed Formation of Two Vicinal Enantioenriched C(sp3) Centers Stemming from Two Starting Materials

Significance
The Hu group reports the first enantio- and diastereoselective Ni-catalyzed hydroalkylation of prochiral alkenes with a racemic mixture of a chiral alkyl halide. This report is the first example where control of a C(sp3)–C(sp3) bond formation occurs stereoselectively, as previous methodologies only lead to poor or modest diastereoselectivities.
#
Comment
The reaction generates products containing enantioenriched alkyl boronate and alkyl lactam moieties, which are both useful intermediates in organic synthesis. A ‘time study’ revealed that the racemic alkyl halides react through an enantioconvergent process instead of a kinetic resolution.
#
#
Publication History
Article published online:
17 March 2023
© 2023. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany
