Specific enolates from α-aminoketones
✍ Scribed by Michael E. Garst; John N. Bonfiglio; David A. Grudoski; Jeffrey Marks
- Book ID
- 104242728
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 221 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Although the effects of the a-heteroatoms halogenl, sulfur2, and oxygen3 on ketone enolate formation have been documented, the effect of an a-nitrogen substituent on enolization does not appear to have been examined. We anticipate the use of enolates from a-aminoketones in alkaloid synthesis and wish to report results addressing the directionality of these enolates.
📜 SIMILAR VOLUMES
Various B-aminoketones were converted into the a-hydroxydimethylacetal using either o-iodosylbenzoic acid or (diacetoxy) iodobenzene (KOH/CHROH) without oxidation at lo, 2' or 3", amino groups or at sulfur in the case of a morpholino group. We have demonstrated the usefulness of C~H.$(OAC)~ in meth
\N HZ X.CO CHa XC CH CHS C0.X HC CX Ich konnte zeigen I), daB wenigstens bei rrromatisch-alipbatiscben Aminoketonen zuniichst eine Kondensation der Aminbase und zwar zu einem Dihydropyrazin stattfindet, z. B. beim a-Aminoacetophenon gemiiB dem Schema TT -KT N HzC C.CsHs -7 Dip}ienyl-dihydropyrazin,