- Synthesis and ring-chain-ring tautomerism of bisoxazolidines, thiazolidinyloxazolidines, and spirothiazolidines
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The synthesis of fused heterocycles such as thiazolidinyl-oxazolidine 3 is described starting from Tris·HCl. The mercaptomethyl bisoxazolidine 8 was found to convert to the corresponding thiazolidinyloxazolidine 3 and the spiro-heterocycle 4 by a ring-chain-ring tautomerism, depending on the electronic nature of the ring substituents as well as the reaction conditions. This equilibration pathway is absent in the hydroxymethyl bisoxazolidines 2. Computational studies confirm that both kinetic and thermodynamic control features play a role in the product distribution.
- Saiz, Cecilia,Wipf, Peter,Mahler, Graciela
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experimental part
p. 5738 - 5746
(2011/09/16)
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- (3R,5S,7as)-(3,5-bis(4-fluorophenyl)tetrahydro-1h-oxazolo[3,4-c] oxazol-7a-yl)methanol, a novel neuroprotective agent
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Compounds that interact with microtubules, such as paclitaxel, have been shown to possess protective properties against β-amyloid (Aβ) induced neurodegeneration associated with Alzheimer's disease. In this work, the novel agent (3R,5S,7as)-(3,5-bis(4-fluo
- Desino, Kelly E.,Ansar, Sabah,Georg, Gunda I.,Himes, Richard H.,Michaelis, Mary Lou,Powell, Douglas R.,Reiff, Emily A.,Telikepalli, Hanumaiah,Audus, Kenneth L.
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experimental part
p. 7537 - 7543
(2010/05/18)
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- Neuroprotective agents
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Novel stereoisomers of GS-164 are provided. The compounds, such as (3R,5S,7as)-(3,5-bis(4-fluorophenyl)tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol (TH-237A) and (3R,5S,7as)-(3,5-bis(4-fluorophenyl)tetrahydro-1H-oxazolo[3,4-c]oxazol-7a-yl)methanol (T
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Page/Page column 7
(2008/06/13)
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