Synthesis of non-THF analogs of acetogenin toward simplified mimics
Acetogenin analogs in which the bis-adjacent THF ring was replaced with an enantioselectively synthesized 1,2-cyclopentanediol bis-ether skeleton were synthesized to obtain simplified mimics, and their inhibitory effect on mitochondrial NADH-ubiquinone oxidoreductase (complex I) was examined. The results clearly demonstrate that the 1,2-cyclopentanediol bis-ether motif can substitute for the bis-THF ring while maintaining very potent inhibitory activity at the nanomolar level.
A one-step procedure for the monoacylation of symmetrical 1,2-diols
A series of lanthanide (III) salts have been shown to catalyze the monoacylation of symmetrical 1,2-diols by carboxylic acid anhydrides with surprisingly high selectivity.
Clarke, Paul A.,Kayaleh, Nadim E.,Smith, Martin A.,Baker, James R.,Bird, Stephan J.,Chan, Chuen
p. 5226 - 5231
(2007/10/03)
Direct one step mono-functionalisation of symmetrical 1,2-diols
The mono-functionalisation of meso- and C2-symmetric diols has been achieved via the use of a new lanthanide(III) chloride catalysed acylation reaction. (C) 2000 Elsevier Science Ltd.
Clarke, Paul A.,Holton, Robert A.,Kayaleh, Nadim E.
p. 2687 - 2690
(2007/10/03)
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