[reaction: see text] tert-Butyl (phenylsulfonyl)alkyl-N-hydroxycarbamates 1 have been easily prepared from aldehydes and tert-butyl N-hydroxycarbamate in a methanol-water mixture using sodium benzenesulfinate and formic acid. These sulfones 1 behave as N-(Boc)-protected nitrones 4 in the reaction with organometallics to give N-(Boc)hydroxylamines. Some chemical transformations showing their interest as building blocks in organic synthesis are described.

Tert-Butyl (phenylsulfonyl)alkyl-N-hydroxycarbamates are easily prepared from aldehydes and tert-butyl N-hydroxycarbamate, offering potential as building blocks in organic synthesis.

Paper

tert-Butyl (phenylsulfonyl)alkyl-N-hydroxycarbamates: the first class of N-(Boc) nitrone equivalents.

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