Concepedia

Highly Diastereoselective Addition Reaction of Ketene Silyl Acetals to Imines Catalyzed by Samarium(III) Iodide

Ryuuichirou Hayakawa, Makoto Shimizu

Chemistry Letters · 1999 · 13 citations · 20 references

DOI

Concepts

Abstract

Abstract In the presence of a catalytic amount of a samarium(III) iodide, the addition reaction of ketene silyl acetal to imine afforded the corresponding β-aminoester with high anti-selectivity. The reaction of chiral imine under the same conditions gave β-aminoester with high diastereoselectivity.

References

20

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Shū Kobayashi, Iwao Hachiya · The Journal of Organic Chemistry · 1994 · 387 citations

, , +10

Preparations of two pivotal intermediates for the synthesis of 1-β-methyl carbapenem antibiotics

Andrew H. Berks · Tetrahedron · 1996 · 188 citations

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Chiral Co(II) and Mn(II) catalysts for the 1,3-dipolar cycloaddition reactions of azomethine ylides derived from arylidene imines of glycine

Philip A. Allway, Ronald Grigg · Tetrahedron Letters · 1991 · 157 citations

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Ytterbium triflate catalyzed Michael additions of β-ketoesters in water

Erik Keller, Ben L. Feringa · Tetrahedron Letters · 1996 · 99 citations · Full text

, , +3

Diastereoselection in trimethylsilyl trifluoromethanesulphonatecatalyzed reaction of silyl ketene acetals with imines

Giuseppe Guanti, Enrica Narisano, Luca Banfi · Tetrahedron Letters · 1987 · 95 citations

, , +4