Concepedia

First enantioselective organocatalytic allylation of simple aldimines with allyltrichlorosilane

Sunil B. Jagtap, Svetlana B. Tsogoeva

Chemical Communications · 2006 · 54 citations · 20 references

DOIFull text

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Concepts

Abstract

A new organocatalytic system, novel chiral bisformamide and in situ generated L-proline-derived allylsilane reagent , which converts different aldimines to homoallylic amines in good to high yields (up to 95%) and good enantioselectivities (up to 85% ee) has been described.

References

20

Asymmetric synthesis of amines by nucleophilic 1,2-addition of organometallic reagents to the CN-double bond

Dieter Enders, Ulrich Reinhold · Tetrahedron Asymmetry · 1997 · 568 citations

, , +12

Quinox, a Quinoline‐Type <i>N</i>‐Oxide, as Organocatalyst in the Asymmetric Allylation of Aromatic Aldehydes with Allyltrichlorosilanes: The Role of Arene–Arene Interactions

Andrei V. Malkov, L. Dufkova, Louis J. Farrugia et al. · Angewandte Chemie International Edition · 2003 · 212 citations · Full text

, , +14

Chiral Sulfoxides as Neutral Coordinate-Organocatalysts in Asymmetric Allylation of <i>N</i>-Acylhydrazones Using Allyltrichlorosilanes

Shū Kobayashi, Chikako Ogawa, Hideyuki Konishi et al. · Journal of the American Chemical Society · 2003 · 186 citations

, , +6

METHOX:  A New Pyridine <i>N</i>-Oxide Organocatalyst for the Asymmetric Allylation of Aldehydes with Allyltrichlorosilanes

Andrei V. Malkov, Mark Bell, Fabiomassimo Castelluzzo et al. · Organic Letters · 2005 · 147 citations

, , +14

Stereospecific, Enantioselective Allylation of α‐Hydrazono Esters by Using Allyltrichlorosilanes with BINAP Dioxides as Neutral‐Coordinate Organocatalysts

Chikako Ogawa, Masaharu Sugiura, Shū Kobayashi · Angewandte Chemie International Edition · 2004 · 136 citations

, , +8