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6-Endo-trig radical cyclisations: Synthetic approaches to the A–B ring of (±)-forskolin

✍ Scribed by Claude Anies; Laurent Billot; Jean-Yves Lallemand; Ange Pancrazi


Publisher
Elsevier Science
Year
1995
Tongue
French
Weight
213 KB
Volume
36
Category
Article
ISSN
0040-4039

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The functionalized tricyclic framework (XI) of the diterpene forskolin is synthesized by an intramolecular Diels-Alder reaction of the dienyne (VII), which is obtained by stereoselective introduction of the C side chains at C-1 and C-2 of tri-O-acetyl-D-galactal (I) via C-Ferrier and Claisen-Ireland