Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 21, Pages 6333-6336Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201803709
Keywords
divergent synthesis; enmein; natural product synthesis; terpenes; total synthesis
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Funding
- American Cancer Society [RSG-14-155-01-CDD]
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Divergent total syntheses of the enmein-type natural products (-)-enmein, (-)-isodocarpin, and (-)-sculponinR have been achieved in a concise fashion. Key features of the strategy include 1)an efficient early-stage cage formation to control succeeding diastereoselectivity, 2) a one-pot acylation/akylation/lactonization to construct the C-ring and C8 quarternary center, 3) a reductive alkenylation approach to construct the enmain D/E rings and 4) a flexible route to allow divergent syntheses of three natural products.
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