Cyclopropanated Sugars

N. V. Ganesh and N. Jayaraman, Synthesis of aryl, glycosyl, and azido septanosides through ring expansion of 1,2-cyclopropanated sugars, J. Org. Chem., 74 (2009) 739—746. 

Murali, R, Ramana, C V, Nagarajan, N, Synthesis of 1,2-cyclopropanated sugars from glycals, J. Chem. Soc. Chem. Common., 217—218, 1995. 

Beyer, J, Skaanderup, P R, Madsen, R, Platinum-catalyzed ring opening of 1,2-cyclopropanated sugars with 0-nucleophiles. Convenient synthesis of 2-C-branched carbohydrates, J. Am. Chem. Soc., 122, 9575-9583, 2000. 

C-Branched glycoside 6 was prepared by platinum-catalyzed ring opening of 1,2-cyclopropanated sugar 7 with the alcohol nucleophile 8 (Scheme 2.7) [9]. 

The ring opening of 1,2-cyclopropanated sugars not only is the way to expanded sugars, but can also provide the branched derivatives as proposed by Madsen [27] an example is shown in Figure 10.11. 

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