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- W2047088909 abstract "The rhodium(II)-catalyzed intramolecular reaction between vinyldiazomethanes and pyrroles leads to a novel synthesis of fused tropanes. The reaction occurs by a stepwise 3 + 4 annulation mechanism between a rhodium-stabilized vinylcarbenoid intermediate and the pyrrole rather than by the typical tandem cyclopropanation/Cope rearrangement sequence. The outcome of the reaction is very sensitive to the vinylcarbenoid structure. In particular, the presence of a 2-siloxy substituent on the vinylcarbenoid strongly favors the formation of fused tropanes. In the absence of such functionality, the formation of fused 7-azabicyclo[4.2.0]octadienes becomes the dominant reaction pathway." @default.
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- W2047088909 date "2010-08-05" @default.
- W2047088909 modified "2023-09-26" @default.
- W2047088909 title "ChemInform Abstract: Divergent Pathways in the Intramolecular Reactions Between Rhodium- Stabilized Vinylcarbenoids and Pyrroles: Construction of Fused Tropanes and 7-Azabicyclo(4.2.0)octadienes." @default.
- W2047088909 cites W2952262694 @default.
- W2047088909 doi "https://doi.org/10.1002/chin.199634043" @default.
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