General syntheses of ethyl 2-ulosonates and 3-deoxy-D-manno-oct-2- ulosonic acid from carbohydrate lactones with 1-ethoxyvinyllithium

DOI: 10.1016/S0040-4039(98)00590-5

Source and publish data:

Tetrahedron Letters p. 3809 - 3812 (1998)

Update date:2022-09-26

Topics:

Authors:

Jiang, Shende

Rycroft, Anthony D.

Singh, Gurdial

Wang, Xiang-Zhu

Wu, Yu-Lin

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Article abstract of DOI:10.1016/S0040-4039(98)00590-5

Reactions of 1-ethoxyvinyllithium with isopropylidene or benzyl protected sugar lactones afforded the corresponding hemiacetals which, on ozonolysis, gave the ethyl 2-ulosonates. This allowed a rapid and efficient synthesis of 3-deoxy-D-manno-oct-2-ulosonic acrid (KDO).

Full text of DOI:10.1016/S0040-4039(98)00590-5

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