4.4 Article

Total Synthesis of Amphilectane-Type Diterpenoid (±)-7-Isocyanoamphilecta-11(20),15-diene

Journal

SYNLETT
Volume -, Issue 4, Pages 547-550

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1259514

Keywords

total synthesis; 7-isocyanoamphilecta-11(20); 15-diene; isocyanide; intramolecular Diels-Alder reaction; intramolecular Michael reaction

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The total synthesis of amphilectane-type diterpenoid (+/-)-7- isocyanoamphilecta-11(20),15-diene, isolated from the tropical marine sponge Cymbastela hooperi, was achieved. The synthesis involves construction of a cis-decalin ring by an intramolecular Diels-Alder reaction and construction of an all-trans-perhydrophenalene ring by an intramolecular Michael reaction as the key steps.

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