The Total Synthesis of Carbohydrates

Jones, J. K. N.; Szarek, Walter A.

doi:10.1002/9780470129647.ch1

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1984

2005

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Cited by 4 publications

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References 112 publications

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“…[1,2] A few years later, Tollens [3] and then Loew [4] obtained similar mixtures starting from formaldehyde. Loew named his product "formose", a term that nowadays covers all sugar syrups derived from formaldehyde.…”

Section: Introductionmentioning

confidence: 97%

The Dihydroxyacetone Unit—A Versatile C₃Building Block in Organic Synthesis

2005

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Nature employs dihydroxyacetone phosphate (DHAP) as the donor component in various enzyme-catalyzed aldol reactions. Probably the most significant example in this regard is photosynthesis, in which D-glucose, the most widespread natural product, is formed in just a few steps from DHAP. In recent years a number of synthetic equivalents of DHAP have been reported that deserve particular attention, as their applicability in organic synthesis is not limited to (stereoselective) aldol reactions. The power of these reagents has also been demonstrated convincingly in numerous other asymmetric electrophilic alpha-substitution reactions in target-oriented syntheses. Furthermore, the related 1,3-dioxins are useful equivalents of 2-substituted acrolein derivatives.

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