- Carbon-Carbon Bond Formation via N-Tosyliminium Ions
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Addition of carbon nucleophiles to cyclic N-tosyliminium ions, derived from α-hydroxy and α-methoxy tosylamides (5a,b and 6a,b, respectively) is described.In general, good to excellent yields were obtained when allyltrimethylsilane, 1-t-butyldimethylsilyl
- Ahman, Jens,Somfai, Peter
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p. 9537 - 9544
(2007/10/02)
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- Electroorganic Chemistry. 81. Anodic Oxidation of Sulfonamides and Amidophosphates
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Oxidation peak potentials of sulfonamides and amidophosphates were measured in acetonitrile and compared with the corresponding amides and carbamates.The results showed that the order of easiness of oxidation was amides > carbamates > amidophosphates > sulfonamides.Furthermore, the reaction of silyl enol ethers or trimethyl phosphite with anodically α-methoxylated sulfonamides or amidophosphates has clearly shown that the α-methoxylated compounds are useful starting materials in organic synthesis.For example, optically active L-tryptophan was synthesized from α-methoxylated N-(p-tolylsulfonyl)-L-proline ester.
- Shono, Tatsuya,Matsumura, Yoshihiro,Tsubata, Kenji,Uchida, Kenshi,Kanazawa, Takenobu,Tsuda, Kunio
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p. 3711 - 3716
(2007/10/02)
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