Stereoselective synthesis of triterpene 2-deoxy-α-d-lyxo-hexopyranosides
✍ Scribed by L. A. Baltina; O. B. Flekhter; E. V. Vasil'eva; G. A. Tolstikov
- Book ID
- 105595877
- Publisher
- Springer
- Year
- 1997
- Tongue
- English
- Weight
- 366 KB
- Volume
- 46
- Category
- Article
- ISSN
- 1573-9171
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Stereoselective Synthesis of 2-Deoxy-α-D-arabino-hexopyranosides of Triterpenic Alcohols. -The stereoselective glycosylation of triterpenic alcohols (cf. (II)) by glycal (I) is achieved in the presence of NIS as promotor. Deiodination by catalytic hydrogenation of the obtained glycosides (cf. (III)
Glycosylation of benzyl-2,3,6-trideoxy-3-trifluoroacetamido-alpha-L-lyxo-h exopyranoside (6) with 3,4-di-O-acetyl-1,5-anhydro-2,6-dideoxy-L-lyxo-hex-1-enitol (1) or 4-O-acetyl-1,5-anhydro-3-O-benzyl-2,6-dideoxy-L-lyxo-hex-1-enit ol (2) in the presence of trimethylsilyl triflate/triethylamine gave al