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• W2320617400 startingPage "7701" @default.
• W2320617400 abstract "In this Article, we describe the synthesis of two optically pure diols bearing a 1,2-diol moiety masked as an isopropylidene acetal group and long alkyl chains comprised of 12 and 14 carbon atoms, respectively. The synthetic methodology that was developed offers a general way for the synthesis of optically pure diols with long alkyl chains. Diols (−)-4 and (−)-9 were subjected to a condensation reaction with malonyl dichloride to afford two cyclo-[2]-malonate tethers that were separated by column chromatography in optically pure form. The bismalonates (−)-4b and (−)-9b proved to be excellent tethers for the regioselective Bingel functionalization of C60, furnishing in a regioselective manner the corresponding f,sC and f,sA trans-3 bisadducts with low diastereoselectivity but in very good to excellent total yields. In both cases, the formed trans-3 bisadducts were isolated in pure form by simple column chromatography and were fully characterized. The successful acetal deprotection of the synthesized trans-3 bisadducts afforded quantitatively the corresponding polyalcohols, which represent novel chiral fullerene compounds equipped with glycol moieties." @default.
• W2320617400 created "2016-06-24" @default.
• W2320617400 creator A5036960904 @default.
• W2320617400 creator A5055564310 @default.
• W2320617400 date "2013-07-17" @default.
• W2320617400 modified "2023-09-27" @default.
• W2320617400 title "Remote Functionalization of C₆₀ with Enantiomerically Pure <i>cyclo</i>-[2]-Malonate Tethers Bearing C12 and C14 Spacers: Synthetic Access to Bisadducts of C₆₀ with the Inherently Chiral trans-3 Addition Pattern" @default.
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• W2320617400 doi "https://doi.org/10.1021/jo4013173" @default.
• W2320617400 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23826896" @default.
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