The Pd-catalyzed Alder-ene reactions of N-protected and propargylated 1-amino-2-aryl-2-cyclohexenes as a new route to C3a-arylhexahydroindoles: towards the total synthesis of tazettine
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Lehmann, Anna; Willis, Anthony; Banwell, Martin
Description
A series of N-protected and propargylated 1-amino-2-aryl-2-cyclohexenes (4) has been prepared. Several of these have been shown to undergo an intramolecular Alder-ene reaction in the presence of palladium acetate and the ligand BBEDA to afford C3a-arylhexahydroindoles of the general form 1. Certain of these products may serve as precursors to the alkaloid tazettine (2).
Collections | ANU Research Publications |
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Date published: | 2010 |
Type: | Journal article |
URI: | http://hdl.handle.net/1885/57883 |
Source: | Australian Journal of Chemistry |
DOI: | 10.1071/CH10359 |
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01_Lehmann_The_Pd-catalyzed_Alder-ene_2010.pdf | 497.46 kB | Adobe PDF | Request a copy |
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