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Synthesis and X-ray study of cis and trans isomers of 6-cyano-2-oxa-10-thia-1-phosphabicyclo[4.4.0]decane-1-oxide

✍ Scribed by Irene L. Odinets; Natalya M. Vinogradova; Konstantin A. Lyssenko; Pavel V. Petrovskii; Tatyana A. Mastryukova

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 200 KB
Volume: 11
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(2000)11:2<163::aid-hc13>3.0.co;2-r

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✦ Synopsis

Intramolecular cyclization of bis(3chloropropyl)-diethoxythiophosphorylacetonitrile 7, taking place under distillation in vacuo, yields 6-cyano-2-oxa-10-thia-1-phosphabicyclo[4.4.0]decane-1oxide 10 as a mixture of cis and trans isomers in a 2.3:1 ratio. The isomers were separated chromatographically. For both isomers, single crystals with nonequivalent enantiomeric ratios were obtained under crystallization. The structures of both isomers of bicyclophostone 10 are confirmed by X-ray study of single crystals.

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