Mild reaction conditions and high stereoselectivities characterize the addition of dimethyl malonate (2) to tri-O-acetyl-D-glucal (1) in the presence of cerium(IV) ammonium nitrate (CAN). Thus, the glucose C-analogue 3 can be synthesized in only one step in 62% yield.
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Linker et al. (1996) studied this question.
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