17374-19-5Relevant articles and documents
Interaction of methyl N-(3-oxoalkyl)carbamates, S-methyl-carbamates, and -dithiocarbamates with sodium borohydride. Synthesis of tetrahydro-1,3-oxazin-2-ones and -thiones
Fisyuk,Ryzhova,Unkovskii
, p. 597 - 609 (2007/10/03)
The interaction of N-(3-oxoalkyl)carbamates, -thiocarbamates, and -dithiocarbamates with sodium borohydride has been studied. It was shown that reaction proceeds diastereoselectively, and reductive cyclization with the formation of tetrahydro-1,3-oxazin-2-ones and -thiones may occur. The tend to cyclization of the N-(3-hydroxyalkyl)carbamates, -thiocarbamates, and -dithiocarbamates formed as intermediates depends on the number of substituents in the alkyl chain.