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Volumn 109, Issue 1, 1987, Pages 228-235

Acetylenic Esters: Preparation and Mechanism of Formation of Alkynyl Tosylates and Mesylates via Tricoordinate Iodonium Species

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EID: 0000001683     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00235a034     Document Type: Article
Times cited : (141)

References (31)
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    • For reviews and pertinent references see
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    • Miller, S. I.; Dickstein, J. I. Acc. Chem. Res. 1976, 9, 358. Miller, S. I.; Dickstein, J. I. In The Chemistry of the Carbon-Carbon Triple Bond; Patai, S., Ed.; Wiley-Interscience: London, 1978; Part 2, Chapter 19, pp 813–955.
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    • Displacement or substitution by “addition-elimination”, rather than direct displacement on the acetylenic carbon by an extremely unlikely SN2-type process, is, of course, well-known in nucleophilic vinylic substitution (SNreactions. For recent reviews, see: Rappoport, Z. Recl. Trav. Chim. Pays-Bas 1985, 104, 309. Rappoport, Z. Acc. Chem. Res. 1981, 14, 7. (32) Stang, P. J.; Hanack, M.; Subramanian, L. R. Synthesis 1982, 85,
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