New Efficient Organic Activators for Highly Enantioselective Reduction of Aromatic Ketones by Trichlorosilane

Yoshihiro Matsumura, Kanako Ogura, Yoshimi Kouchi, Fumiaki Iwasaki, Osamu Onomura

Organic Letters · 2006 · 86 citations · 10 references

Concepts

Abstract

[reaction: see text] Aryl ketones were reduced to the corresponding alcohols with excellent enantioselectivity (up to 99.7% ee) by Cl3SiH in the presence of a catalytic amount of N-formyl-alpha'-(2,4,6-triethylphenyl)-L-proline as an activator. Both carboxyl group at the alpha-position of the activator and 2,4,6-triethylphenyl group at the alpha'-position were critical for the high enantioselectivity.

References

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