Long-chain sugars

The main interest in unsaturated sugars prepared by the Wittig reaction (and described in this Section) has concerned their synthetic utilization. The pathways of the latter depend on the structure of the unsaturated precursor. In the case of C-glycosylated alkenes, addition to the double bond (mainly hydration and hydrogenation) leads to a branched-chain or long-chain sugar, although correct choice of the reactant to be added may provide a variety of derivatives. 

This methodology is well suited for the synthesis of long-chain sugars and has been applied for the creation of the C98-C99 double bond of palytoxin [170,180]. 

Chiral Aldehydes as Dienophiles Synthesis of Long-Chain Sugars... 

Enantioselective sharpless dihydroxylation Euran addition Hetero-Diels-Alder addition Long-chain sugars... 

The utility of this approach to long-chain sugars (thiazole route to carbohydrates) is illustrated by the conversion of protected L-threose (5) and dialdogalactopjranose (6) into higher homologs (eqs 9 and 10).The extension of this methodology to other dialdoses has been reported. ... 

In the area of synthesis, reviews have covered the use of carbohydrate in industrial chemical manufacture, the synthesis of long-chain sugars and branched compounds from... 

Recently, Oukani et al. (2013) also investigated the 1,3-dipolar cycloaddition reaction of chiral carbohydrate derived a,p-unsaturated esters and nitrones, which were derived from threitol under microwave irradiation for the synthesis of long chain sugars with nine contiguous chiral centers. 

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