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34
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The natural enantiomer is actually (-)-arteannuin M, whose absolute configuration we assigned through its total synthesis
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Wiley-Interscience, New York, Microwave heating was found to be more desirable compared to conventional heating methods, with our cascading reaction sequences occurring with a 10-300 fold increase in rate under these conditions. For reviews on the use of microwaves in organic synthesis, see:
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34249828627
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All reactions were performed in toluene, using different additives as noted above depending on the purpose of the experiment
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All reactions were performed in toluene, using different additives as noted above depending on the purpose of the experiment
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44
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34249792326
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3N, pyridine, 2,6-di-tert- butylpyridine, DMAP, sparteine and 2-tert-butyl-1,1,3,3-tetramethylguanidine
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3N, pyridine, 2,6-di-tert- butylpyridine, DMAP, sparteine and 2-tert-butyl-1,1,3,3-tetramethylguanidine
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45
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34249811456
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Conditions: KHMDS, DME, 110°C. Quench with AcOH to isolate the macrocyclic ketone, the precursor for the ene reaction in the thermal sequence
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Conditions: KHMDS, DME, 110°C. Quench with AcOH to isolate the macrocyclic ketone, the precursor for the ene reaction in the thermal sequence
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46
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34249773948
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There is a wealth of experimental evidence supporting this mechanism; however it is impossible to include all results in a review: key ideas have therefore been presented. A full account of the results leading to these conclusions can be found in ref. 32 and
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