✦ LIBER ✦

Dirhodium-catalyzed enantioselective C–H insertion of N-(2-benzyloxyethyl)-N-(tert-butyl)diazoacetamide and its application for the synthesis of chiral GABOB

✍ Scribed by Zhenjun Du; Zhenliang Chen; Zhiyong Chen; Xiaoqi Yu; WenHao Hu

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 89 KB
Volume: 16
Category: Article
ISSN: 0899-0042
DOI: 10.1002/chir.20070

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Rh~2~(4__S__‐MEOX)~4~ and ethereal solvent are the best catalytic system for the enantioselective intramolecular C–H insertion of N‐(2‐benzyloxyethyl)‐N‐(tert‐butyl)diazoacetamide 2. The highest enantiomeric excess obtained was 91%. A new route for the asymmetric synthesis of γ‐amino‐β‐hydroxybutyric acid (GABOB) has been developed. Chirality 16:516–519, 2004. © 2004 Wiley‐Liss, Inc.

📜 SIMILAR VOLUMES

ChemInform Abstract: Highly Enantioselec

ChemInform Abstract: Highly Enantioselective Construction of the Key Azetidin-2-ones for the Synthesis of Carbapenem Antibiotics via Intramolecular C—H Insertion Reactions of α-Methoxycarbonyl-α-diazoacetamides Catalyzed by Chiral Dirhodium(II) Carboxylates.

✍ M. ANADA; N. WATANABE; S. HASHIMOTO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 42 KB 👁 2 views

Highly Enantioselective Construction of the Key Azetidin-2-ones for the Synthesis of Carbapenem Antibiotics via Intramolecular C-H Insertion Reactions of α-Methoxycarbonyl-α-diazoacetamides Catalyzed by Chiral Dirhodium(II) Carboxylates. -The title reaction of compounds (I) and (III) to afford bicy

ChemInform Abstract: Enantioselective Sy

ChemInform Abstract: Enantioselective Synthesis of 4-Substituted 2-Pyrrolidinones by Site-Selective C—H Insertion of α-Methoxycarbonyl-α-diazoacetanilides Catalyzed by Dirhodium(II) Tetrakis[N-phthaloyl-(S)-tert-leucinate].

✍ M. ANADA; S. HASHIMOTO 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

ChemInform Abstract: Synthesis of N,N-Di

ChemInform Abstract: Synthesis of N,N-Dimethyl-2-amino-1,2-dicyclohexylethanol and Its Application in the Enantioselective Conjugate Addition of Diethylzinc to Enones: A Convenient Upgrade of the Chiral Ligand via Hydrogenation.

✍ Pui-Erh Tong; Pei Li; Albert S. C. Chan 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

1-Methyl-3-trimethylsilylparabanic Acid

1-Methyl-3-trimethylsilylparabanic Acid as an Effective Reagent for the Preparation of N-Substituted (1-Methyl-2,5-dioxo-1,2,5H-imidazolin-4-yl)amines and Its Application to the Total Synthesis of Isonaamidines A and C, Antitumor Imidazole Alkaloids.

✍ Seikou Nakamura; Ikuo Kawasaki; Masayuki Yamashita; Shunsaku Ohta 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 133 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.