256389-53-4Relevant articles and documents
Catalytic asymmetric insertion of diazoesters into Aryl-CHO bonds: Highly enantioselective construction of chiral all-carbon quaternary centers
Gao, Lizhu,Kang, Byung Chul,Ryu, Do Hyun
, p. 14556 - 14559 (2013)
This paper describes a catalytic enantioselective route to synthesize functionalized all-carbon quaternary acyclic systems via a boron Lewis acid-promoted formal C-C insertion of diazoesters into aryl-CHO bonds. In the presence of chiral (S)-oxazaborolidinium cation 1d as a catalyst, the reaction proceeded in good yield (up to 83%) with good regioselectivity (up to 88:12) and excellent enantioselectivity (up to 99% ee). The synthetic potential of this method was illustrated by conversion of the products to both α-and β-amino esters.