Volume 31, Issue 23
Preparative Organic Chemistry
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ChemInform Abstract: Effective Ring-Opening Reaction of Aziridines with Trimethylsilyl Compounds: A Facile Access to β-Amino Acids and 1,2-Diamine Derivatives.

Jie Wu

Jie Wu

Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China

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Xue-Long Hou

Xue-Long Hou

Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China

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Li-Xin Dai

Li-Xin Dai

Lab. Organomet. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep. China

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First published: 08 June 2010

Abstract

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ChemInform Abstract

In the presence of catalytic tetrabutylammonium fluoride, aziridines undergo regioselective ring-opening with trimethylsilyl compounds to yield azido-, cyano-, or chloroamines. The products can be transformed to derivatives [cf. (III)] of vicinal diamines or β-amino acid esters [cf. (VIII)].

chemical structure image

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