Practical Total Syntheses of Acromelic Acids A and B

Total syntheses of subereamollines A and B.

The first total syntheses of (+)- and (-)-subereamollines A and B are reported. The enantiomeric forms of the natural products were obtained by preparative chiral HPLC separation of the corresponding racemates.

Total syntheses of dalesconol A and B.

Total Syntheses of Juglorescein and Juglocombins A and B.

Total syntheses of juglorescein and juglocombins A and B are reported. The highly oxygenated 6/6/5/6/6-fused pentacyclic ring system of these natural products was constructed through a bioinspired dimerization of 1,4-naphthoquinone. Notably, five new stereogenic centers were constructed in a single step by the dimerization reaction. The epoxide intermediate obtained from the dimerization was su...

Biomimetic total syntheses of spirobacillenes A and B.

The first total syntheses of spirobacillenes A and B were achieved concisely. The key transformation leading to spirobacillene A features a biomimetic intramolecular phenol-enol oxidative coupling reaction, and that leading to spirobacillene B highlights a bio-inspired intramolecular indole-ketone enolate oxidative coupling reaction.

Enantioselective total syntheses of trichodermamides A and B.

Starting from commercially available (-)-quinic acid, the enantioselective total syntheses of trichodermamides A and B were achieved. The key reactions involve the stereoselective construction of the oxazine ring via an intramolecular epoxide ring opening reaction and an EDCI-assisted peptide coupling reaction.