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2004 Pyrrole derivatives Pyrrole derivatives R 0120 First Efficient and General Copper-Catalyzed [2,3]-Rearrangement of Tetrahy- dropyridinium Ylids. — The title reaction proceeds via the reaction of diazo esters with N-methyltetrahydropyridines. A range of diazo and amine components has been used to generate a collection of structurally diverse, densely functionalized pyrrolidines in good yields. The nature of the α-substituent in the diazo component has a dramatic effect upon the yields of the reaction: electron-withdrawing substituents enhance the yield. — (ROBERTS, E.; SANCON, J. P.; SWEENEY*, J. B.; WORKMAN, J. A.; Org. Lett. 5 (2003) 25, 4775-4777; Dep. Chem., Univ. Reading, Whiteknights, Reading, Berkshire RG6 6AD, UK; Eng.) — Steudel 16- 119

First Efficient and General Copper-Catalyzed [2,3]-Rearrangement of Tetrahydropyridinium Ylids

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2004 Pyrrole derivatives

Pyrrole derivativesR 0120 First Efficient and General Copper-Catalyzed [2,3]-Rearrangement of Tetrahy-

dropyridinium Ylids. — The title reaction proceeds via the reaction of diazo esters with N-methyltetrahydropyridines. A range of diazo and amine components has been used to generate a collection of structurally diverse, densely functionalized pyrrolidines in good yields. The nature of the α-substituent in the diazo component has a dramatic effect upon the yields of the reaction: electron-withdrawing substituents enhance the yield. — (ROBERTS, E.; SANCON, J. P.; SWEENEY*, J. B.; WORKMAN, J. A.; Org. Lett. 5 (2003) 25, 4775-4777; Dep. Chem., Univ. Reading, Whiteknights, Reading, Berkshire RG6 6AD, UK; Eng.) — Steudel

16- 119