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A three-step sequence—homoaldol reaction, epoxidation, methanolysis—can be employed to extend (S)-2-benzyloxypropanal 1 by one 2-hydroxy-3-methylpropanal unit. This method provides a general route to unnatural 3-deoxy-3-methylaldoses in the form of anomerically pure methylfuranosides such as 2 bearing a free 2-hydroxyl group.
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Hoppe et al. (1987) studied this question.
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