2,3-anhydro DL-threitol

Figure 7.8 Synthesis of hyperbranched polytetritol (PolylOa and PolylOb) by ring-opening multibranching polymerization of 2,3-anhydroerythritol (10a) and 2,3-anhydro-DL-threitol (10b), respectively.

Imai, T., Nawa, Y., Kitajyo, Y. et al. (2005) Synthesis of hyperbranched polytetritol by ring-opening multibranching polymerizations of 2,3-anhydroerythritol and 2,3-anhydro-Dl-threitol. Macromolecules, 38,1648-1654. 

Substrates of this type were utilized for the synthesis of alditols. Schneider and co-workers prepared from trans and cis 2-buten-1,4-diols 2,3-anhydro-DL-erythritol (54) and -threitol (55) by direct epoxidation with peroxybenzoic acid. This method of epoxide formation failed in the case of 2 ,4 -hexadiene-l,6-diol from the 2Z,4Z isomer the corresponding diepoxide (57) was obtained in a 2% yield only. However, from 1,6-dibromo-and 1,6-dibenzyloxycarbonyloxy-2 ,4 -hexadienes the corresponding derivatives of 2,3 4,5-dianhydro-DL-gal-actitol (56) could be obtained in moderate yields. Compounds of this type are active against some forms of sarcoma. 

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