Concepedia

Highly enantioselective nitroaldol reaction catalyzed by new chiral copper complexes

Marco Bandini, Fabio Piccinelli, Simona Tommasi, Achille Umani‐Ronchi, Caterina Ventrici

Chemical Communications · 2006 · 159 citations · 13 references

DOI

Concepts

Abstract

Remarkable generality in scope of DATs/Cu catalysts for enantioselective nitroaldol reaction is described; excellent levels of stereoinduction are recorded for a range of aldehydes (ee 81-99%, 17 examples) and the possibility to employ the present catalytic system as the key step for the preparation of highly functionalized tetrahydro-isoquinolines is demonstrated.

References

13

Catalytic asymmetric synthesis

Choice Reviews Online · 2001 · 2.7K citations

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The Henry reaction: recent examples

Frederick A. Luzzio · Tetrahedron · 2001 · 746 citations

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Basic character of rare earth metal alkoxides. Utilization in catalytic carbon-carbon bond-forming reactions and catalytic asymmetric nitroaldol reactions

Hiroaki Sasai, Takeyuki Suzuki, Shigeru Arai et al. · Journal of the American Chemical Society · 1992 · 604 citations

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A New Copper Acetate-Bis(oxazoline)-Catalyzed, Enantioselective Henry Reaction

David A. Evans, Daniel Seidel, Magnus Rueping et al. · Journal of the American Chemical Society · 2003 · 490 citations

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A Dinuclear Zn Catalyst for the Asymmetric Nitroaldol (Henry) Reaction We thank the National Science Foundation and the National Institutes of Health, General Medical Sciences, for their generous support of our programs. Mass spectra were provided by the Mass Spectrometry Facility of the University of California, San Francisco, supported by the NIH Division of Research Resources.

Barry M. Trost, Vince S. C. Yeh · Angewandte Chemie International Edition · 2002 · 338 citations

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