An enantiodivergent protocol from R-(−)-carvone: synthesis of dihydroagarofuran sesquiterpenoid 1-deacetoxy-ent-orbiculin A

Tripterfordins A–O, Dihydro-β-agarofuran Sesquiterpenoids from the Leaves of Tripterygium wilfordii

“…Thus, the (1R,2S,4R,5S,6R,7S,8S,9S,10S) absolute configuration of tripterfordin J (10) was defined as shown.…”

“…This type of sesquiterpenoid possesses a polyoxygenated tricyclic system with up to nine ester groups. They show various biological activities, including anti-HIV, anti-inflammatory, antitumor, antitubercular, memory-promoting, and insecticidal effects. − These structural and biological properties have attracted considerable interest from both synthetic and medicinal chemists. − …”

“…X-ray Crystallographic Analysis. Tripterfordin A (1), tripterfordin D (4), tripterfordin I ( 9), and tripterfordin J (10) were crystallized from CH 2 Cl 2 /CH 3 OH (2:1, v/v) at a temperature of 20 °C to obtain colorless needles. Detailed crystallographic data for these isolated samples were provided in the Supporting Information (Table S2−S9), which can also be obtained free of charge from the Cambridge Crystallographic Data Centre (CCDC 1892655− 1892658).…”