A synthetic approach to the communesins

A synthetic approach to the communesin family of indole alkaoids has been investigated, with a cascade reaction sequence involving formation of a transient 1-alkoxycarbonyl-imidazole intermediate and subsequent addition onto an indole as the key step. © Georg Thieme Verlag Stuttgart

Carbocyclic ring expansion reactions via radical chain processes

Free radical mediated ring expansion of cis- and trans-α-substituted- β-stannylcyclohexanones provides efficient routes to cis- and trans-cyclononenones and cyclodecenones; the cis-/trans-geometry of the precursor controls the alkene geometry of the ring-expanded product

Studies towards the synthesis of coprinolone, Delta(6)-coprinolone, and radulone A via an anionic electrocyclization cascade

Studies towards the synthesis of coprinolone, Δ6- coprinolone, and radulone A, resulting in the synthesis of an advanced intermediate with the tricyclic protoilludane carbon skeleton, are described. © Georg Thieme Verlag Stuttgart

Carbocyclic ring expansion reactions via radical chain processes

Free radical mediated ring expansion of cis- and trans-α-substituted- β-stannylcyclohexanones provides efficient routes to cis- and trans-cyclononenones and cyclodecenones; the cis-/trans-geometry of the precursor controls the alkene geometry of the ring-expanded product

Biomimetic synthesis of polycyclic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum.

Biomimetic syntheses of three polycylic polyprenylated acylphloroglucinol natural products isolated from Hypericum papuanum, ialibinone A, ialibinone B, and hyperguinone B, have been accomplished by selective oxidative cyclizations of the proposed biosynthetic precursor 5, which was synthesized from phloroglucinol in three steps

Synthesis of epi-chloranthalactones A, B, D and E

The synthesis of various epimers of the lindenane class of sesquiterpenes from epi-lindenene, based on a possible biosynthetic hypothesis, is described

Synthesis of epi-chloranthalactones A, B, D and E

The synthesis of various epimers of the lindenane class of sesquiterpenes from epi-lindenene, based on a possible biosynthetic hypothesis, is described

Syntheses of (6S,7S)- and (6S,7R)-deacetoxycephalosporanic acids from 6-aminopenicillanic acid

Two practical (i.e. applicable to multigram scale synthesis) approaches to (6S,7S)-cephalosporins (i.e. the enantiomers of naturally occuring cephalosporins) and the (6S)-epimers of cephalosporins from readily available (2S,5R,6R)-6-aminopenicillanic acid 1 are described

Unusually stable azetidinone sulfenic acids

Sulfoxides of (2S,5S,6S)-penams rearrange upon heating in benzene or toluene to form unusually stable azetidinone sulfenic acids. A reversal of the process, the annelation of the sulfenic acids, is disfavoured due to steric congestion on the endo-face of the corresponding penam sulfoxides