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- W1606931838 abstract "The stereocontrolled and efficient syntheses of the aglycones of the potent anti-inflammatory pseudopterosins A-F and K-L have been achieved starting from convenient monoterpenic units and using a novel benzannulation protocol partially developed in or laboratories.For the synthesis of the K-L compounds a completely substrate-controlled stereoselective route was devised starting from commercial isopulegol using a sequence of epoxidation and Lewis acid-promoted oxirane opening followed by benzannulation and Friedel-Crafts type sulphone displacement to generate the tricyclic structure of 3.2.1.13.The route to pseudopterosins A-E started from (-)-citronellal and employed catalytic asymmetric reduction of , -unsaturated ester 8.2.1.5. After the formation of the aromatic ring, the second approach was convergent to the enantiomers of intermediates used in the first route. Oxidation with Fremy's salt led to the unstable aglycones of the natural compounds under mild conditions. (Fig. 3876A)" @default.
- W1606931838 created "2016-06-24" @default.
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- W1606931838 date "1997-01-01" @default.
- W1606931838 modified "2023-09-23" @default.
- W1606931838 title "Synthesis of the Aglycones of Pseudopterosins" @default.
- W1606931838 hasPublicationYear "1997" @default.
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