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Synthesis of the Tetracyclic Core of Exiguaquinol

✍ Scribed by Schwarzwalder, Gregg M.; Steinhardt, Sarah E.; Pham, Hung V.; Houk, K. N.; Vanderwal, Christopher D.


Book ID
121709137
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
791 KB
Volume
15
Category
Article
ISSN
1523-7060

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The synthesis of the BCDE-tetracyclic core of (-)-cephalotaxine has been achieved in eight steps starting from N-Boc-L-proline methyl ester. An alkylidene carbene 1,5-CH insertion reaction was used as a key step in the stereocontrolled synthesis of the DE-spirocyclic fragment and an intramolecular H