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ChemInform Abstract: Synthesis of Chiral 4-(ω-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of α-Alkylidenelactones with Hydrazines.

✍ Scribed by A. OTTO; B. ZIEMER; J. LIEBSCHER

Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

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. -(OTTO, A.;

📜 SIMILAR VOLUMES

Synthesis of Chiral 4-(ω-Hydroxyalkyl)py
Synthesis of Chiral 4-(ω-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of α-Alkylidenelactones with Hydrazines
✍ Andreas Otto; Burkhard Ziemer; Jürgen Liebscher 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 300 KB

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.

Synthesis of Chiral 4-(ω-Hydroxyalkyl)py
Synthesis of Chiral 4-(ω-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of α-Alkylidenelactones with Hydrazines
✍ Andreas Otto; Burkhard Ziemer; Jürgen Liebscher 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 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