1-Ethoxy-1 -trimethylsilyloxycyclopropane

Cyclopropylamine Formation. The cyclopropylation of a variety of amines is easily accomplished by reductive amination with 1-ethoxy-1-trimethylsilyloxycyclopropane (eq 23). This mild and general one-pot cyclopropylation method is useful in medicinal and synthetic organic chemistry to enhance the biological activity of compounds bearing amine functions. ... 

Insertion into C—H bonds is also a reaction type common to nitrene chemistry. This is observed in the formation of the cyclopropylamine 615 from reaction with 1-ethoxy-l-trimethylsilyloxycyclopropane. Details have been reported of the use that can be made of the addition of the same nitrene to the chiral silyloxyalkene 616. This leads to an asymmetric synthesis of the amine 6YT. Insertion of a nitrene into C—H bonds is also reported for the photodecomposition of/7-trimethylsilylbenzoyl azide in hydrocarbons Reports have been made concerning the non-specificity of this particular nitrene. Apprently, some control can be exercised on its reactivity by using a micellar system. Under conditions of this type, using N, A-dimethyloctylammonium propionate as the micellar material, only the formamidine 618 is obtained ... 

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