Deprotonated ketimines la,b add to aldehydes and ketones to provide -trl-and tetra-substituted a,K-unsaturated methyl ketones e,b with substantial percentage of +geometry which are not readily accessible by other methods.
✦ LIBER ✦
Hypervalent iodine oxidation of aryl methyl ketones: A convenient route to methyl α-methoxyarylacetatos
✍ Scribed by Om V Singh
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 189 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Hypervalent iodine oxidation
of aryl methyl ketones using two equivalents of iodosobenzene diacetate leads to 1.2-aryl migration followed by solvohyperiodination to yield the corresponding methyl a-methoxyarylacetates.
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The electroreduction of ketones together with O-methyl oximes gave intermolecularly coupled products, 2-methoxyamino alcohols, which were easily reduced to 2-amino alcohols. Reductive cross coupling of C=O group with C=N group will provide a convenient route to the synthesis of 2amino alcohols (eql