Sordarin, an antifungal agent with a unique mode of action

• Huan Liang

Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31

• synthesis of compound 22 began with double alkylation of (+)-21 through a cuprate conjugate addition followed by treatment of the resulting enolate with methyl iodide (Scheme 5). Retro-Diels-Alder reaction of 22 in refluxing 1,2-dichlorobenzene gave α,β-unsaturated ketone 23. Trisubstituted cyclopentanone

• NaBH4) of the nitrile, MOM protection of the newly formed primary alcohol, and hydrolysis of the dioxolane gave ketone 30 and occurred as a prelude to retro-Diels-Alder reaction of the latter, leading to the α,β-unsaturated ketone 31. Compound 32 was obtained by treatment with LDA and Mander’s reagent

Facile synthesis of two diastereomeric indolizidines corresponding to the postulated structure of alkaloid 5,9E- 259B from a Bufonid toad (Melanophryniscus)

• Angela Nelson,
• H. Martin Garraffo,
• Thomas F. Spande,
• John W. Daly and
• Paul J. Stevenson

Beilstein J. Org. Chem. 2008, 4, No. 6, doi:10.1186/1860-5397-4-6

• the C5 chain gives rise to the base peak, identifying the mass of the C5 substituent. The resulting cation undergoes a retro Diels-Alder fragmentation losing an alkene thus identifying the mass of the C8 substituent. Once the gross structure has been assigned, analysis of the vapor-phase infrared