Tetrahedron

Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

HB Mereyala, SR Gurrala, SK Mohan

Index: Mereyala, Hari Babu; Gurrala, Srinivas Reddy; Mohan, S. Krishna Tetrahedron, 1999 , vol. 55, # 37 p. 11331 - 11342

Full Text: HTML

Citation Number: 48

Abstract

A new method for the deprotection of prop-2-ynyl ethers 1b–9b is described. Isomerisation of 1b–9b to O-allenyl ethers 1d–9d and deprotection by reaction with Hg (OCOCF3) 2, aq. HCl, aq. CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a–9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c, 8c, 10c–13c via their corresponding prop-1-enyl ethers 7e, 8e, 10e–13e to ...

Related Articles:

Electron-deficient heteroarenium salts: An organocatalytic tool for activation of hydrogen peroxide in oxidations

[Kotoucova, Hana; Strnadova, Iveta; Kovandova, Martina; Chudoba, Josef; Dvorakova, Hana; Cibulka, Radek Organic and Biomolecular Chemistry, 2014 , vol. 12, # 13 p. 2137 - 2142]

Simple and efficient CuI/PEG-400 system for hydroxylation of aryl halides with potassium hydroxide

[Chen, Junmin; Yuan, Tangjun; Hao, Wenyan; Cai, Mingzhong Catalysis Communications, 2011 , vol. 12, # 15 p. 1463 - 1465]

NiCl 2· 6H 2 O/NaBH 4 in methanol: a mild and efficient strategy for chemoselective deallylation/debenzylation of aryl ethers

[Chouhan, Mangilal; Kumar, Kapil; Sharma, Ratnesh; Grover, Vikas; Nair, Vipin A. Tetrahedron Letters, 2013 , vol. 54, # 34 p. 4540 - 4543]

Synthesis of sulfonic acid functionalized carbon catalyst from glycerol pitch and its application for tetrahydropyranyl protection/deprotection of alcohols and phenols

[Prabhavathi Devi; Gangadhar; Siva Kumar; Shiva Shanker; Prasad; Sai Prasad Journal of Molecular Catalysis A: Chemical, 2011 , vol. 345, # 1-2 p. 96 - 100]

2-(Trimethylsilyl) ethanol as a new alcohol equivalent for copper-catalyzed coupling of aryl iodides

[Dibakar, Mullick; Prakash, Anjanappa; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam Tetrahedron Letters, 2011 , vol. 52, # 41 p. 5338 - 5341]

More Articles...