✦ LIBER ✦

Enantioselective Synthesis of α-Amino Acids and Monosubstituted 1,2-Diamines by Conjugate Addition of 4-Phenyl-2-oxazolidinone to Nitroalkenes

✍ Scribed by Denis Lucet; Stéphane Sabelle; Olivier Kostelitz; Thierry Le Gall; Charles Mioskowski

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 376 KB
Volume: 1999
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199910)1999:10<2583::aid-ejoc2583>3.0.co;2-e

No coin nor oath required. For personal study only.

✦ Synopsis

The addition of the potassium salt of (R)-or (S)-4-phenyl-products were converted into α-amino acids and monosubstituted 1,2-diamines of high enantiomeric purity. 2-oxazolidinone to monosubstituted nitroalkenes proceeded with very good diastereoselectivity. Several of the addition derivatives are increasingly used in stereoselective organic

📜 SIMILAR VOLUMES

Asymmetric 1,4-Addition of Oxazolones to

Asymmetric 1,4-Addition of Oxazolones to Nitroalkenes by Bifunctional Cinchona Alkaloid Thiourea Organocatalysts: Synthesis of α,α-Disubstituted α-Amino Acids

✍ José Alemán; Andrea Milelli; Silvia Cabrera; Efraim Reyes; Karl Anker Jørgensen 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 322 KB

## Abstract An easy and simple synthetic approach to optically active α,α‐quaternary α‐amino acids using asymmetric organocatalysis is presented. The addition of oxazolones to nitroalkenes catalyzed by thiourea cinchona derivatives provides the corresponding α,α‐quaternary α‐amino acid derivatives

Diastereo- and Enantioselective Synthesi

Diastereo- and Enantioselective Synthesis of N-Protected 2-Amino 1,4-Diols by an Oxa Michael Addition/1,3-Dipolar Cycloaddition Protocol

✍ Dieter Enders; Andreas Haertwig; Jan Runsink 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 467 KB 👁 1 views

Dipolar cycloaddition / Nitrile oxides / CϪO bond cleavage / Nitro alkenes An enantioselective synthesis of N-protected amino diols has Subsequent diastereo-and regioselective cycloaddition reactions to highly substituted 4,5-isoxazolines 5a-e, 8a, b been accomplished by employing a diastereoselect