INTERACTION OF METHYL N-(3-OXOALKYL)CARBAMATES, S-METHYLCARBAMATES, AND -DITHIOCARBAMATES WITH SODIUM BOROHYDRIDE. SYNTHESIS OF TETRAHYDRO-1,3-OXAZIN-2-ONES AND -THIONES
Keywords:
N-(3-oxoalkyl)carbamates, N-(3-oxoalkyl)thiocarbamates, N-(3-oxoalkyl)dithiocarbamates, tetrahydro-1,3-oxazines, diastereoselectivity, reductive cyclizationAbstract
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.
How to Cite
Fisyuk, A. S.; Ryzhova, E. A.; Unkovskii, B. V. Chem. Heterocycl. Compd. 2001, 37, 597. [Khim. Geterotsikl. Soedin. 2001, 649.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1011660706513
