Application of a domino intramolecular enyne metathesis/cross metathesis reaction to the total synthesis of (+)-8-epi-xanthatin |
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Authors: | Kummer David A Brenneman Jehrod B Martin Stephen F |
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Institution: | Department of Chemistry and Biochemistry, The University of Texas, Austin, Texas 78712, USA. |
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Abstract: | reaction: see text] The first total synthesis of the novel sesquiterpene lactone (+)-8-epi-xanthatin (1) has been achieved starting from the commercially available ester 8. The synthesis features an asymmetric aldol reaction and palladium-catalyzed carbonylation/lactonization sequence leading to 4 and a domino ring-closing enyne metathesis/cross metathesis reaction to afford 1. |
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