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Synthetic approach to aphidicolan and stemodan basic skeletons using a “Tandem Principle” [2+2+2] and [4+2] cycloaddition reactions

✍ Scribed by Robert Stammler; Karine Halvorsen; Jean-Pierre Gotteland; Max Malacria

Book ID
103404506
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
249 KB
Volume
35
Category
Article
ISSN
0040-4039

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A stereoselective access to the basic sk
A stereoselective access to the basic skeleton of phyllocladane type diterpenes: [3+2], [2+2+2], and [4+2] cycloaddition
✍ Jean-Pierre Gotteland; Max Malacria 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 289 KB

A strategy based upon a "cascade" of three consecutive cycloaddition reactions [3+2], [2+2+2] and [4+2] allowed a stereoselective and straightforward access to the phyllocladane basic skeleton in eight high yield steps starting from 1,5-hexadiyne.