Divergent Total Syntheses of Rhodomyrtosones A and B

Divergent total syntheses of lyconadins A and C.

Divergent and concise total syntheses of two lycopodium alkaloids, lyconadins A and C have been developed. The synthesis of lyconadin A, having potent neurotrophic activity, features an efficient one-pot ketal removal and formal aza-[4+2] cyclization to form the cagelike core structure. A tandem ketal removal/Mannich reaction was developed to build the tricyclic structure of lyconadin C. Both l...

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.