Concepedia

Diastereoselective and enantioselective Mukaiyama aldol reactions of α-ketoesters using hydrogen bond catalysis

Vijaya Bhasker Gondi, Koji Hagihara, Viresh H. Rawal

Chemical Communications · 2010 · 46 citations · 37 references

DOI

Concepts

Abstract

Hydrogen bond catalyzed Mukaiyama aldol reactions of alpha-ketoesters proceed in high diastereo- and enantioselectivities, giving products possessing two chiral centers, of which one is a tertiary alcohol.

References

37

Recognition and activation by ureas and thioureas: stereoselective reactions using ureas and thioureas as hydrogen-bonding donors

Yoshiji Takemoto · Organic & Biomolecular Chemistry · 2005 · 770 citations

, , +17

Design of Chiral <i>N</i>-Triflyl Phosphoramide as a Strong Chiral Brønsted Acid and Its Application to Asymmetric Diels−Alder Reaction

Daisuke Nakashima, Hisashi Yamamoto · Journal of the American Chemical Society · 2006 · 506 citations

, , +13

Single enantiomers from a chiral-alcohol catalyst

Yong Huang, Aditya K. Unni, Avinash N. Thadani et al. · Nature · 2003 · 439 citations

, , +10

Enantioselective Nitroaldol Reaction of α-Ketoesters Catalyzed by Cinchona Alkaloids

Hongming Li, Baomin Wang, Li Deng · Journal of the American Chemical Society · 2005 · 340 citations

, , +12

Thiourea-Catalyzed Enantioselective Cyanosilylation of Ketones

Douglas E. Fuerst, Eric N. Jacobsen · Journal of the American Chemical Society · 2005 · 324 citations

, , +7