2000年11月17日 · A pivotal reaction in this sequence is the iodoetherification reaction of the bis-pyranoside-alkene to a highly functionalized cis-2,5-disubstituted THF. In principle, assembly of different bis-pyranoside alkenes from C6 allylated partners of varying constitution and complexity would lead to a variety of bis-THF systems.

2018年11月21日 · The synthesis of bis-THF-bis-epoxide 4 could be achieved in six steps from bis-acetate diol (R,R)-8 (Scheme 6a), starting with the protection of the vic-diol as the benzylidene acetal in good yield (82 %).

2009年11月18日 · Asimicin-type adjacent bis-tetrahydrofuran (bis-THF) acetogenins, such as asimicin, bullatacin, and trilobacin, are highly potent cytotoxic molecules. 1 Arguably, cytotoxicity of these adjacent bis-THF acetogenins, and their inhibitory effect on the mitochondrial enzyme, complex I, could depend upon the stereochemistry of their bis-THF core ...

Construction of the polytetrahydrofuranyl building blocks 6−10 from the common bissiloxyacetone precursor 11 is detailed. The approach is concise and, for the bis-(THF) pair, capitalizes on the full retention of configuration observed during the rhodium-promoted decarbonylation of aldehydes 18 …

The design, synthesis, and X-ray structural analysis of hybrid HIV-1 protease inhibitors (PIs) containing bis-tetrahydrofuran (bis-THF) in a pseudo-C 2-symmetric dipeptide isostere are described. A series of PIs were synthesized by incorporating bis -THF of darunavir on either side of the Phe-Phe isostere of lopinavir in combination with ...

2008年9月8日 · An efficient highly diastereo- and enantioselective synthesis of the bis-tetrahydrofuran (bis-THF) alcohol of several HIV protease inhibitors, including Brecanavir and Darunavir, has been achieved utilizing an Evans Mukaiyama aldol reaction of (benzyloxy)acetaldehyde and a silyl ketene acetal.

2006年9月1日 · Two inhibitors that incorporate bis-THF as an effective high-affinity P 2 ligand for the HIV-1 protease substrate binding site maintain impressive potency against mutant strains resistant to currently approved protease inhibitors. Crystallographic structures of protein–ligand complexes help to explain the superior antiviral property of these ...

The C19–C30 bis-THF fragment of the proposed structure of iriomoteolide-13a has been synthesized. The ω-mesyloxy-substituted stereotetrad possessing three continuous hydroxy groups was generated by an anti-aldol reaction and asymmetric dihydroxylation (AD) as …

2012年7月12日 · The bis-THF core of salzmanolin was commenced from d-glucose as starting material. Stereoselective bis-THF ring has been established following intramolecular oxymercuration as the key reaction.

2011年4月14日 · We investigated substituted bis-THF-derived HIV-1 protease inhibitors in order to enhance ligand-binding site interactions in the HIV-1 protease active site. In this context, we have carried out convenient syntheses of optically active bis-THF and C4-substituted bis-THF ligands using a [2,3]-sigmatr …