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Synthesis and Stereochemistry of Mono and Bicyclic 1,2-Thiaphosphacyclanes

Mastryukova T., Odinets I. L., Vinogradova N. M., Lyssenko K. A., Petrovskii P. V.

Polish Journal of Chemistry

2001

Vol. 75, nr 8

1103-1119

The facile synthetic route to 5- and 6-membered mono and bicyclic 3-cyano-2-oxo-1,2- thiaphosphacyclanes has been elaborated on the base of intramolecular S-alkylation in a series of mono- and bis-_-haloalkyl substituted thiophosphorylacetonitriles. The stereochemistry of the cyclic compounds was determined byNMRas well as X-ray diffraction. The diastereomeric transformations of 3-cyano-2-oxo-1,2-thiaphosphinanes and formation of conglomerates in the case of 6-cyano-2-oxa-10-thia-1-phosphabicyclo[4.4.0]decane- 1-oxide are discussed.