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α-phosphoryl sulfoxides. X. A general synthesis of optically active α-chlorovinyl sulfoxides

✍ Scribed by Marian Mikołajczyk; Jerzy A. Krysiak; Wanda H. Midura; MichałW. Wieczorek; Jarosław Błaszczyk

Book ID
104360916
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
439 KB
Volume
7
Category
Article
ISSN
0957-4166

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✦ Synopsis

A general and efficient synthesis of enantiomeric c~-chlorovinyl p-tolyl sulfoxides 1 using (+)-(S)c(S)s-Ct-chloro-ct-dimethoxyphosphorylmethyl p-tolyl sulfoxide as a key substrate for the Horner-Wittig reaction with carbonyl compounds is described. The E/Z ratio of geometrical isomers of I was determined and briefly investigated. The X-ray diffraction structures of (Z)-l-chloro-l-ptolylsulfinyl-2-phenyl-ethene and (Z)-l-chloro-l-p-tolylsulfinyl-2-(2-thienyl)-ethene are reported.

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