Liao K,
Yang Y.-F,
Li Y,
Sanders JN,
Houk KN,
Musaev DG,
Davies HM. L.
* Emory University, Atlanta and University of California, Los Angeles, USA; Zheijang
University of Technology, Hangzhou, P. R. of China
Design of Catalysts for Site-Selective and Enantioselective Functionalization of Non-activated
Primary C–H Bonds.
Nat. Chem. 2018;
10: 1048-1055
Key words
rhodium catalysis - C–H activation - carbenes
Significance
The authors previously described Rh-catalyzed functionalizations of secondary or tertiary
C–H bonds (Liao et al. Nature 2016, 533, 230; Liao et al. Nature 2017, 551, 609). By tuning the catalyst, non-activated primary C–H bonds are functionalized
with excellent site and enantioselectivities.
Comment
Subjecting chiral substrates to the reaction conditions allows access to either set
of diastereomeric products when the appropriate catalyst enantiomer is employed.
Stigmasteryl acetate could be selectively functionalized at its most sterically accessible
primary C–H bond.
