doi: 10.1021/ja9024403.
Total synthesis of (-)-acutumine
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- PMID: 19397370
- DOI: 10.1021/ja9024403
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Total synthesis of (-)-acutumine
J Am Chem Soc.
.
Abstract
The first total synthesis of the tetracyclic alkaloid (-)-acutumine is described. Key reactions include an asymmetric ketone allylation mediated by Nakamura's chiral allylzinc reagent, an anionic oxy-Cope rearrangement, and the Lewis acid-promoted cyclization of an amine onto an alpha,beta-unsaturated dimethyl ketal.
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