ChemInform Abstract: Synthesis of 2-(ω-Aminoalkyl)imidazolin-4-ones by Ring Chain Transformation of Lactam Derivatives with α-Aminoamides.
✍ Scribed by A. ROTTMANN; J. LIEBSCHER
- Book ID
- 112041041
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Synthesis of Chiral 4-(ω-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of α-Alkylidenelactones with Hydrazines. -This is the first access to optically active 4-(ω-hydroxyalkyl)pyrazolidin-3-ones. The lactone (IX), however, cannot be transformed into the corresponding pyrazolidinone.
Enantiopure α-alkylidenelactones 7 were prepared by a Michael-like addition and ring-chain transformation affording optically active 4-(ω-hydroxyalkyl)pyrazolidin-3-Wittig reaction from α-bromolactones 4 and chiral aldehydes 6. Compounds 7 react with hydrazines 9 by stereoselective ones 11.
The configuration and/or formulae of the following compounds need to be corrected. (1ЈR,E)-3-(2-Benzyloxy-3-hydroxypropylidene)dihydrofuran-2-one (7c): Correct formula: (4S,5R,4ЈS)-5-(2,2-Dimethyl[1,3]dioxolan-4-yl)-4-(2-hydroxyethyl)pyrazolidin-3-one (11a): Original formula correct (4R,5S,1ЈR)-5-(1