Total synthesis of (+)-allocyathin B2 |
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Authors: | Trost Barry M Dong Li Schroeder Gretchen M |
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Affiliation: | Department of Chemistry, Stanford University, Stanford, California 94301-5080, USA. |
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Abstract: | The first enantioselective synthesis of (+)-allocyathin was achieved. The synthesis features a Pd-catalyzed asymmetric allylic alkylation to install the first quaternary center, a Ru-catalyzed diastereoselective cycloisomerization to construct the six-membered ring, and a diastereoselective hydroxylative Knoevenagel reaction to introduce the final hydroxyl group. The unusual olefin isomerization of the Ru-catalyzed cycloisomerization was discussed and exploited for the synthesis. |
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