16141-78-9Relevant articles and documents
The Synthesis of a Degradation Product of Phomazarin: A Regiospecific Elaboration of the B and C Rings of the Pigment
Guay, Vincent,Brassard, Paul
, p. 294 - 297 (1987)
An attempt to confirm the structure proposed for phomazarin has been initiated by the synthesis of one of its degradation products.The methods chosen also resulted in the regiospecific elaboration of the B and C rings of the pigment and are applicable to eventual syntheses by convergent approaches.
Total synthesis and structural confirmation of (±)-cuevaene A
Craven, Philip G.E.,Taylor, Richard J.K.
supporting information, p. 5422 - 5425 (2012/10/30)
The total synthesis and structural reassignment of cuevaene A have been completed. The key synthetic steps in the total synthesis included a base-promoted double conjugate addition and further elaboration to generate the tricyclic core structure, followed by construction of the trienoic acid side chain. Detailed comparison of proton and carbon NMR data with published values enabled the connectivity of the natural product, which had been debated in earlier publications, to be confirmed.
A novel approach to the synthesis of amino-sugars. Routes to selectively protected 3-amino-3-deoxy-aldopentoses based on pyridinium salt photochemistry
Lu, Haiyan,Su, Zhuoyi,Song, Ling,Mariano, Patrick S.
, p. 3525 - 3528 (2007/10/03)
A new approach for the synthesis of selectively blocked 3-amino-3-deoxyaldopentoses is presented. The strategy is based on employment of a pyridinium salt photocyclization-aziridine ring-opening sequence to prepare stereochemically defined, enantiomerically enriched aminocyclopentendiol derivatives. Ring-opening reactions transform these substances into terminally differentiated aminopolyols, which serve as precursors to the target aminoaldopentoses. The utility of this strategy is demonstrated by its application to the syntheses of protected derivatives of D- and L-3-amino-3-deoxyxylose, L-3-amino-3-deoxyarabinose, and a late-stage intermediate in a potential route to N-acetylneuraminic acid.
