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Synthesis of Hydroxyalkyl Heterocycles by Ring Transformation of Spiroepoxy Lactones with Binucleophiles.

✍ Scribed by Andreas Otto; Juergen Liebscher


Publisher
John Wiley and Sons
Year
2003
Weight
156 KB
Volume
34
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


Synthesis of Chiral 4-(Ο‰-Hydroxyalkyl)py
✍ Andreas Otto; Burkhard Ziemer; JΓΌrgen Liebscher πŸ“‚ Article πŸ“… 1998 πŸ› John Wiley and Sons 🌐 English βš– 300 KB

Enantiopure Ξ±-alkylidenelactones 7 were prepared by a Michael-like addition and ring-chain transformation affording optically active 4-(Ο‰-hydroxyalkyl)pyrazolidin-3-Wittig reaction from Ξ±-bromolactones 4 and chiral aldehydes 6. Compounds 7 react with hydrazines 9 by stereoselective ones 11.

Synthesis of Chiral 4-(Ο‰-Hydroxyalkyl)py
✍ Andreas Otto; Burkhard Ziemer; JΓΌrgen Liebscher πŸ“‚ Article πŸ“… 1999 πŸ› John Wiley and Sons 🌐 English βš– 45 KB

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

ChemInform Abstract: Synthesis of Chiral
✍ A. OTTO; B. ZIEMER; J. LIEBSCHER πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 36 KB πŸ‘ 1 views

Synthesis of Chiral 4-(Ο‰-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of Ξ±-Alkylidenelactones with Hydrazines. -This is the first access to optically active 4-(Ο‰-hydroxyalkyl)pyrazolidin-3-ones. The lactone (IX), however, cannot be transformed into the corresponding pyrazolidinone.