✦ LIBER ✦

Selectivity in the amination of allylic alcohols via intramolecular amidomercuration

✍ Scribed by Kenn E. Harding; Donald R. Hollingsworth

Book ID: 104217558
Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 316 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)82115-2

No coin nor oath required. For personal study only.

✦ Synopsis

This effect would tend to destabrhxe carbocatron character on the 8 carbon and favor nucleoph&c attack at the y-carbon lo This rationale was tested by exammatron of the cychzation reacaons of carbamate 9.

Carbamate 9 was prepared from commercrally avarlable as-2-buten-l&ho1 (7). Monoalkylatton of dtol 7

with benzyl bromrde gave alcohol 8 in 68% yreld. l' Condensation of benzyl N-(hydroxymethyl)carbamate and alcohol 8 provrded ether 9 m 69% yteld. Mercuric ion-mmated cycbxahon of 9 wtth memurtc nitrate followed by

📜 SIMILAR VOLUMES

Stereoselective Synthesis of Cyclic Ethe

Stereoselective Synthesis of Cyclic Ethers via the Palladium-Catalyzed Intramolecular Addition of Alcohols to Phosphono Allylic Carbonates

✍ He, Anyu; Sutivisedsak, Nongnuch; Spilling, Christopher D. 📂 Article 📅 2009 🏛 American Chemical Society 🌐 English ⚖ 323 KB

ChemInform Abstract: Stereoselective Syn

ChemInform Abstract: Stereoselective Synthesis of Cyclic Ethers via the Palladium-Catalyzed Intramolecular Addition of Alcohols to Phosphono Allylic Carbonates.

✍ Anyu He; Nongnuch Sutivisedsak; Christopher D. Spilling 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 42 KB 👁 2 views

Hydroxy-Group Directivity in the Nitroso

Hydroxy-Group Directivity in the Nitroso Ene Reaction: Diastereo- and Regioselective Amination of Chiral Allylic Alcohols

✍ Adam, Waldemar; Bottke, Nils 📂 Article 📅 2000 🏛 American Chemical Society 🌐 English ⚖ 38 KB

C–N Bond Cleavage of Allylic Amines via

C–N Bond Cleavage of Allylic Amines via Hydrogen Bond Activation with Alcohol Solvents in Pd-Catalyzed Allylic Alkylation of Carbonyl Compounds

✍ Zhao, Xiaohu; Liu, Delong; Guo, Hui; Liu, Yangang; Zhang, Wanbin 📂 Article 📅 2011 🏛 American Chemical Society 🌐 English ⚖ 779 KB

Identification of an Activated Catalyst

Identification of an Activated Catalyst in the Iridium-Catalyzed Allylic Amination and Etherification. Increased Rates, Scope, and Selectivity

✍ Kiener, Christoph A.; Shu, Chutian; Incarvito, Christopher; Hartwig, John F. 📂 Article 📅 2003 🏛 American Chemical Society 🌐 English ⚖ 66 KB

Identification of an Activated Catalyst

Identification of an Activated Catalyst in the Iridium-Catalyzed Allylic Amination and Etherification. Increased Rates, Scope, and Selectivity.

✍ Christoph A. Kiener; Chutian Shu; Christopher Incarvito; John F. Hartwig 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 113 KB