Sphingofungin D [(2S,3R,4R,5S,14R)‐1] and its three diastereomers were synthesized by starting from (R)‐1,2‐epoxyoctane [(R)‐7], 1‐heptyne (8) and N‐acetyl‐D‐mannosamine (9).
The title compound reacts with nucleophiles followed by electrophiles in tandem or in the reverse order smoothly to give 1,2-dimethylenecyclohexanes and their oxa analogues; thus this reagent acts as the synthetic equivalent of 2,2'-biallyl zwitterionic species.We have previously reported that 2-dimethylaminomethyl-3-
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