Total stereoselective syntheses of β-C-manno-pyranosides and of β- C(1←3)-linked disaccharides

DOI: 10.1016/S0040-4039(99)00432-3

Source and publish data:

Tetrahedron Letters p. 3165 - 3168 (1999)

Update date:2022-09-26

Topics:

Authors:

Gerber, Patrick

Vogel, Pierre

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Article abstract of DOI:10.1016/S0040-4039(99)00432-3

(-)-7-Oxabicyclo[2.2.1]hept-5-en-2-one has been convened to (-)-6-exo- [(tert-butyl)dimethylsilyloxy]-7-endo-benzyloxy-8-oxabieyclo[3.2.1]oct-3-en- 2-one and methyl 3,5-di-O-acetyl-2,6-anhydro-4-O-benzoyl-D-glycero-D-galacto- heptouronate that were condensed with Me₂AlSPh into a single aldol which was transformed into a β-D-ManAp-CH(OAe)(1←3)-α-L-GulAp-CH(SEt)₂ derivative.

Full text of DOI:10.1016/S0040-4039(99)00432-3

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Product name:methyl 3-O-acetyl-2,6-anhydro-4,5-dideoxy-4-C-{[methyl (7S)-3,5,7-tri-O-acetyl-2,6-anhydro-4-O-benzoyl-L-glycero-D-manno-heptonate]-7-C-yl}-5-C-(phenylsulfonyl)-L-glycero-D-galacto-hepturonate diethyl dithioacetal

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