α-Methoxythioanisole. Further Uses as an Umpolung Reagent

References

• Seebach , D. 1979 . Angew. Chem. Int. Ed. Engl. , 18 : 239 For recent reviews see, Grobel, B-., Seebach, D. Synthesis 1977, 357
   Web of Science ®Google Scholar
• Trost , B. M. and Miller , C. H. 1975 . J. Am. Chem. Soc. , 97 : 7128
   Google Scholar
• Vedejs , E. , Dolphin , J. M. and Stolle , W. T. 1981 . J. Am. Chem. Soc. , 22 : 887
   Google Scholar
• deGroot , A. and Janson , B. J. M. 1981 . Tetrahedron Lett. , 22 : 887
   Google Scholar
• Katayama , M. and Maruno , S. 1983 . ibid , 24 : 323 Subsituted analogs of α-methoxythloanisole have also been prepared but by a rather complicated procedure. See: Dardoize, F.: Gaudemar, M., Goasdone, N. Synthesis 1977, 567–568.
   Google Scholar
• Yardley , J. P. and Fletcher , H. Synthesis , 1976 244 Available from Aldrich. This procedure is a modification of Yardley's method for putting methoxymethyl group on phenols
   Google Scholar
• Alkylation of unactivated electrophiles (i. e. to give 3 and 4) proceeded much faster in the presence of HMPA (1.1 equivalent
   Google Scholar
• Trost , B. M. and Levoie , A. C. 1983 . J. Am Chem. Soc. , 105 : 5075 Cf. inter alia
   Google Scholar
• To confirm the structure, 14 and 15 were prepared by reacting the corresponding epoxides with thiophenoxide under phase-transfer conditions.
   Google Scholar