Intramolecular cyclization of ω-haloalkylsubstituted thiophosphorylacetonitriles: Synthesis and stereochemistry of 3-cyano-2-oxo-1,2-thiaphosphacyclanes
Intramolecular S-alkylation in a series of ω-haloalkyl-substituted thiophosphorylacetonitriles 5-7 presents an effective synthetic route to the hitherto unknown 3-cyano-2-oxo-1,2-thiaphospholanes 14 and thiaphosphinanes 15. The compounds were obtained as a mixture of cis- and trans-isomers that were resolved to individual stereoisomers in most cases. For some of them, X-ray diffraction analysis has been performed. It was shown that 31P NMR spectroscopy can be used to assign the stereochemistry of 3-cyano-2-oxo-1,2-thiaphosphacyclanes.
Odinets, Irene L.,Vinogradova, Natalya M.,Lyssenko, Konstantin A.,Antipin, Michail Yu.,Petrovskii, Pavel V.,Mastryukova, Tatyana A.
p. 1 - 21
(2007/10/03)
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