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- W2082075586 abstract "Facile routes to several enantiomerically pure flexible chiral building blocks carrying a hidden syn or anti 1,3-diol motif were developed with the inexpensive and readily available carbohydrate d-xylose as the starting material. Application of the newly developed chiral building blocks in total synthesis is exemplified through a synthesis of (2S,4S)- and (2S,4R)-avocadotriol. Both triols were selectively acetylated on the primary hydroxyl group in high yields with Novozyme 435/vinyl acetate. On the basis of comparison of the 1H NMR, optical rotation, and melting point data, the natural avocadotriol 1-monoacetate was assigned to be of (2R,4R) configuration." @default.
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- W2082075586 date "2008-09-01" @default.
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- W2082075586 title "Chiral building blocks from d-xylose and their application in synthesis of avocadotriol monoacetate" @default.
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- W2082075586 doi "https://doi.org/10.1016/j.tet.2008.07.103" @default.
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