N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine

CAS 93102-05-7, Cat. No EN300-54483
Nonstabilized azomethine ylide precursor

N-Benzyl-N-(methoxymethyl)-N-trimethylsilylmethylamine

N-(Methoxymethyl)-N-(trimethylsilylmethyl)-N-benzylamine is a convenient source of non-stabilized azomethine ylide that plays as a fascinating 1,3-dipole for a number of [3 + 2] or [3 + 3] cycloaddition reactions toward the construction of functionalized N-heterocycles. The intermediate forms in metal-free conditions in the presence of trifluoroacetic acid, zinc chloride, or cesium fluoride. Reactive targets include classical ones such as aliphatic aldehydes, aryl isothiocyanates or activated four- and five-membered alkenes, but also medicinally appropriate C,N-cyclic azomethine imines, vinyl sulfonyl fluorides, cyanosulfones alkenyl boropinacolates

Synonyms: N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine, N-benzyl-1-methoxy-N-((trimethylsilyl)methyl), methenamine benzyl(methoxymethyl)[(trimethylsilyl)methyl]amine, N-(methoxymethyl)-1-phenyl-N-(trimethylsilylmethyl)methenamine

 

 

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