✦ LIBER ✦
Reductive rearrangement of allylic acetals (hex-2-enopyranosides) to vinyl ethers (glycals) by lah: geometry of the substrate and reaction specificity
✍ Scribed by S.Y-K. Tam; Bert Fraser-Reid
- Book ID
- 104238697
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 219 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A recent report from this laboratory described the reaction in which unsaturated acetals are reductively rearranged to vinyl ethers by chloride-free LAH in ethereal solvents '. The value of this reaction is evident from its use for stereospecific syntheses of the epimeric 2monodeuterated 2-deoxyriboses ', which were subsequently employed to establish the stereochemistry of nucleotide deoxygenation '. A recent report by Achmatowicz and Szechner a offers a