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Reductive cyclization of ethynyl ketones in the construction of a significant tricyclic intermediate for the synthesis of gibberellic acid

✍ Scribed by Stork, Gilbert; Boeckmann, Robert K.; Taber, Douglass F.; Still, W. Clark; Singh, Janak

Book ID
126394022
Publisher
American Chemical Society
Year
1979
Tongue
English
Weight
357 KB
Volume
101
Category
Article
ISSN
0002-7863

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An efficient constructive method for a t
An efficient constructive method for a tricyclic system: an important intermediate for the synthesis of tricycloclavulone
✍ Hisanaka Ito; Tatsuya Kobayashi; Mineki Hasegawa; Kazuo Iguchi πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 117 KB

The tricyclic ring system of tricycloclavulone was synthesized from 2-methoxycarbonyl-2-cyclopenten-1-one (2). Key reactions include Lewis acid-catalyzed [2+2]-cycloaddition of a,b-unsaturated ester 2 with thioacetylene derivatives and construction of the A-ring by using the Grubbs catalyst.