'Armed-disarmed' glycosidation strategy based on glycosyl donors and acceptors carrying phosphoroamidate as a leaving group: A convergent synthesis of globotriaosylceramide

DOI: 10.1016/S0040-4039(97)10365-3

Source and publish data:

Tetrahedron Letters p. 8969 - 8972 (1997)

Update date:2022-08-02

Topics:

Authors:

Hashimoto, Shun-Ichi

Sakamoto, Hiroki

Honda, Takeshi

Abe, Hiroshi

Nakamura, Sei-Ichi

Ikegami, Shiro

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Article abstract of DOI:10.1016/S0040-4039(97)10365-3

A stereocontrolled synthesis of globotriaosylceramide with three different glycosidic linkages has been accomplished by linear and convergent routes exploiting 'armed-disarmed' glycosidation methodology based on glycosyl donors and acceptors carrying tetramethylphosphoroamidate as a leaving group. In particular, the convergent strategy featuring a coupling of a galactosyl(1→4)-galactosyl donor with a glucosylceramide derivative has proven to be extremely efficient.

Full text of DOI:10.1016/S0040-4039(97)10365-3

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