Organosulfur compounds. 16.. alpha.-Phosphoryl sulfoxides. 4. Pummerer rearrangements of. alpha.-phosphoryl sulfoxides and asymmetric induction in the transfer of …

M Mikolajczyk, A Zatorski, S Grzejszczak…

Index: Mikolajczyk,M. et al. Journal of Organic Chemistry, 1978 , vol. 43, # 12 p. 2518 - 2521

Full Text: HTML

Citation Number: 40

Abstract

a-Phosphoryl sulfoxides (1) undergo the Pummerer rearrangement, providing an entry into various a-substituted tu-phosphirylmethyl methyl (ary1) sulfides. Acetic and trifluoroacetic anhydrides convert a-phosphoryl sulfoxides (1) to the corresponding a-acetoxy-and a- trifluoroacetoxy-a-phosphorylmethyl sulfides. The reaction of sulfoxides I with benzoyl chloride affords a-chloro-a-phosphorylmethyl sulfides. A new method is also described for ...