Author:
Findlay Alison D.,Gebert Antje,Cade Ian A.,Banwell Martin G.
Abstract
A seven-step reaction sequence has been used to convert the enantiomerically pure cis-1,2-dihydrocatechol 10 into the cyclohexenone 17a. A near equivalent sequence involving the same starting material has allowed for the synthesis of the regioisomeric system 17b. Compound 17a is related to the A-ring of ent-viridin (ent-1), the non-natural enantiomer of the furanosteroid viridin (1).
Cited by
9 articles.
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1. Synthetic Studies on the Viridin Skeleton through Regio- and Stereoselective Functionalization of the AE-Ring Moiety;Synlett;2021-06-11
2. Recent progress in the synthesis of the furanosteroid family of natural products;Organic Chemistry Frontiers;2021
3. The Exploitation of Enzymatically-Derivedcis-1,2-Dihydrocatechols and Related Compounds in the Synthesis of Biologically Active Natural Products;The Chemical Record;2017-12-04
4. Discussion Addendum for: Preparation of 4-Acetylamino-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate and the Oxidation of Geraniol to Geranial (2,6-Octadienal, 3,7-dimethyl-, (2e)-);Organic Syntheses;2014-04-18
5. Chemoenzymatic Total Syntheses of Ribisins A, B, and D, Polyoxygenated Benzofuran Derivatives Displaying NGF-Potentiating Properties;The Journal of Organic Chemistry;2014-02-28