In the preceding paper, we descrlbed the synthesis of the norbornene
C-nucleosides and related compounds. Synthesis of D,L-3,4- isopropylidene-2,5-anhydroallose: a novel periodate cleavage
✍ Scribed by George Just; Alain Martel
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 179 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The synthesis of C-nucleosldes requires intermediates of type XIV, XVI2 , XVII or XVIII 3,4 which are as yet not too readily available.
Olefin XIII held promrse as a precursor for such intermedrates and we therefore set out to synthesize It.
Brcyclic acid I', obtarned by standard reactions from known precursors 6,7 , was submitted to an oxldative decarboxylation reaction*.
Only the corresponding anhydrlde was recovered from the reactlon mixture.
📜 SIMILAR VOLUMES
Treatment of 7-(2,3,5-tris-Q-(t-butyldimethylsilyl)-R~-~~f~osyl)i~dazo[4,5-~-v-~az~-4-one (1) with Mn@ in hot pyridine furnished 7-(2,3,5-tris-Q-(t-butyldimethylsilyl)-0do[ 1,2-a]purine (4). Treatment of 4 with tetra-a-butylammonium fluoride furnished the free nucleoside 5. Tricyclic nucleosides are
## Abstract For Abstract see ChemInform Abstract in Full Text.
## Abstract The reaction of 2‐chloro‐4‐(methylsulfonyl)benzoyl chloride (5) with 1‐methyl‐1__H__‐2,1‐benzothiazin‐4‐(3__H__)‐one 2,2‐dioxide (4) gave the __O__‐benzoyl compound, 1‐methyl‐2,2‐dioxido‐1__H__‐2,1‐benzothiazin‐4‐yl 2‐chloro‐4‐(methylsulfonyl)benzoate (6), which rearranged to give the C