Stang s reagent

In the context of natural product synthesis, sulfide 931 was oxidized with Stang s reagent to a Pummerer intermediate that underwent sequential cyclizations to the tetracyclic product 932 (Scheme 225). The latter was further transformed into the sponge metabolite dibromophakellstatin 933 under oxidative hydrolysis conditions <20050L929>. 

In a similar mode, spirocyclic oxindole derivatives such as 40 can be formed from the corresponding relevantly substituted indoles in good yield. " These transformations can be carried out using either the sulphide (38) and Stang s reagent or the sulfoxide (39) and acetic anhydride. 

Reviews (a) Farina, V., Krishnamurthy, V., Scott, W.J. The Stille Reaction Wiley, New York, 1999. (b) Mitchell, T. N. in Metal-Catalyzed Cross-Coupling Reactions Diederich, F., Stang, P.J., Eds. Wiley-VCH, Weinheim, Germany, 1998, Chapter 4. (c) Tsuji, J. Palladium Reagents and catalysts John Wiley Sons, Chichester, 1995. (d) Stan-forth, S.P. Tetrahedron 1993, 54, 263. (e) Farina, V., Krishnamurthy, V., Scott,... 

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