43071-26-7Relevant articles and documents
Synthesis of the C1-C15 fragment of apicularen A through a regioselective electron-transfer-initiated cyclization reaction
Poniatowski, Alexander J.,Floreancig, Paul E.
, p. 2291 - 2296 (2008/03/12)
In this paper we report the preparation of the benzyltetrahydropyran fragment of the vacuolar ATPase inhibitor apicularen A through an oxidative cyclization protocol. In this reaction regioselective cleavage of one homobenzylic ether in the presence of another homobenzylic ether is achieved by selectively weakening one carbon-carbon σ-bond through substitution. This work demonstrates that oxidative fragmentation reactions can be used to generate stable cations selectively, even in the presence of other readily oxidized groups, provided that bond cleavage is sufficiently rapid following oxidation. Georg Thieme Verlag Stuttgart.
Synthesis of homophthalates from allenic diesters: Conversion into viocristin and analogues, and application to 6-methylpretetramid
Caliskan, Ece,Cameron, Donald W.,Griffiths, Peter G.
, p. 1013 - 1020 (2007/10/03)
Oxy-substituted homophthalic anhydrides have been synthesized by cycloaddition of di- and tri-oxy butadienes to the allenic diester (1). By base-catalysed cycloaddition to appropriate benzoquinones they have afforded new syntheses of viocristin (19), isov
Chemistry of enol silyl ethers. A general synthesis of 3-hydroxyhomophthalates and a biomimetic synthesis of sclerin
Brownbridge, P.,Chan, T. H.,Brook, M. A.,Kang, G. J.
, p. 688 - 693 (2007/10/02)
A general synthesis of 3- hydroxyhomophthalates is developed and applied to the synthesis of sclerin (24), a compound possessing plant-growth activity; the critical step in the synthesis of 24 can be considered as the controlled condensation of a di-β-carbonyl unit with a tri-β-carbonyl unit.
