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Total synthesis of (.+-.)-verrucarol

โœ Scribed by Roush, William R.; D'Ambra, Thomas E.

Book ID
127089437
Publisher
American Chemical Society
Year
1983
Tongue
English
Weight
422 KB
Volume
105
Category
Article
ISSN
0002-7863

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Total synthesis of (-)-verruearol (1) was achieved starling from D-glucose-derived bicyclic lactone 4 through l) a stereoselective asymmetric quatemization of the a-carbon of the lactone, 2) Dieckmann cyclization for access to the C-ring equivalent, 3) a skeletal rearrangement for the trichothecene