Synthesis and stereochemistry of 2,3,4,6-tetra-O-benzyl-d-glucopyranosylidene acetals of α-diols and d-glucose derivatives
✍ Scribed by Juji Yoshimura; Masatoshi Tamaru
- Book ID
- 108308430
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- English
- Weight
- 194 KB
- Volume
- 72
- Category
- Article
- ISSN
- 0008-6215
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📜 SIMILAR VOLUMES
A one-pot synthesis of 1-allyl-and 1-allenyl-6-O-acetyl-2,3,4-tri-O-benzyl-ot-D-glycosides from the corresponding methyl per-benzyl-tx-D-glycosides and allyl trimethylsilane or propargyl trimethylsilane in the presence of trimethylsilyl trifluoromethanesulfonate followed by addition of acetic anhydr
## Abstract __Swern__ oxidation of 2,3,4,5‐tetra‐__O__‐benzyl‐D‐glucose (1) followed by ammonolysis gave the crystalline amide 3 which was oxidized (DMSO/pyridine · SO~3~) to yield the oxo‐amide 4 and the hydroxy‐lactams 5 and 6. Cyclization of 4 to the very slowly equilibrating 5 and 6 was complet