Concepedia

Enantioselective Allylic Amination of Trifluoromethyl Group Substituted Racemic and Unsymmetrical 1,3-Disubstituted Allylic Esters by Palladium Catalysts

Motoi Kawatsura, Shou Terasaki, Maki Minakawa, Takuya Hirakawa, Kazunori Ikeda, Toshiyuki Itoh

Organic Letters · 2014 · 68 citations · 78 references

DOI

Concepts

Abstract

The palladium-catalyzed regio- and enantioselective allylic amination of trifluoromethyl group substituted racemic and unsymmetrical 1,3-disubstituted allylic esters has been accomplished. The enantioselective formation of the α-type allylic amines was attained by the dynamic kinetic asymmetric transformation (DYKAT).

References

78

Metal‐Catalyzed Enantioselective Allylation in Asymmetric Synthesis

Zhan Lu, Shengming Ma · Angewandte Chemie International Edition · 2007 · 1.5K citations

, , +11

Practical Considerations in Kinetic Resolution Reactions

John M. Keith, Jay F. Larrow, Eric N. Jacobsen · Advanced Synthesis & Catalysis · 2001 · 675 citations

, , +18

Asymmetric Catalysis with Chiral Ferrocene Ligands

Li‐Xin Dai, Tao Tu, Shu‐Li You et al. · Accounts of Chemical Research · 2003 · 573 citations

, , +10

Asymmetric Allylic Alkylation, an Enabling Methodology

Barry M. Trost · The Journal of Organic Chemistry · 2004 · 526 citations

, , +12

Predicting the Stereochemistry of Diphenylphosphino Benzoic Acid (DPPBA)-Based Palladium-Catalyzed Asymmetric Allylic Alkylation Reactions:  A Working Model

Barry M. Trost, Michelle R. Machacek, Aaron Aponick · Accounts of Chemical Research · 2006 · 526 citations

, , +13