Rhodium (Chief Bee) 08-13-03 07:21 No 453324				Dealkylation of Ethers. A Review. (Rated as: excellent)	Bookmark
						Dealkylation of Ethers. A Review. B.C. Ranu & S. Bhar Org. Prep. Proced. Int. 28(4), 371-409 (1996) (https://www.rhodium.ws/pdf/ether.dealkylation.review.pdf) (Scanned by FreakyDMT) Introduction I) Dealkylation of Alkyl and Aryl Ethers [image]1) Acidic Reagents [image][image]a) Hydrobromic Acid in Presence of Phase Transfer Catalyst [image][image]b) Boron Tribromide [image][image]c) Boron Trihalide - Methyl Sulfide Complex [image][image]d) Boron Tribromide - Sodium Iodide - 15-crown-5 [image][image]e) Dimethylboron Bromide [image][image]f) Boron Triiodide-N.N-Diethylaniline Complex [image]2) Basic Reagents [image][image]a) Sodium Salt of N-Methylaniline [image][image]b) Sodium Ethanethiolate [image][image]c) Sodium Benzylselenoate [image]3) Miscellaneous Reagents [image][image]a) Trimethylsilyl Iodide [image][image]b) Chlorotrimethylsilane und Acetic Anhydride [image][image]c) Zinc and Acyl Chloride [image][image]d) Lithium Chloride in DMF [image][image]e) Potassium in THF - A Reductive Cleavage Agent [image][image]f) Low Valent Titanium in THF - A Reductive Dealkoxylation [image][image]g) Metallic Nitrate Supported on Silica Gel - An Oxidative Cleavage Reaction [image][image]h) Nitrogen Dioxide - An Oxidative Cleavage Reagent II) Dealkylation Of Allyl And Benzyl Ethers [image]a) Aluminium Chloride - N,N-Dimethylaniline [image]b) Cationic Iridium Complex [image]c) Samarium(III)Chloride-Catalyzed Electrolysis [image]d) Low Valent Titanium [image]e) Zirconocene Dichloride - n-BuLi [image]f) PdCl2 - CuCl - DMF - H2O - O2 [image]g) Pd(Ph3)4 - NaBH4 [image]h) N-Bromosuccinimide [image]i) Boron Trichloride - Methyl Sulfide Complex III) Cleavage Of Cyclic Ethers [image]a) Palladium(II)Complexes in Presence of Organotin Halides [image]b) Sodium Iodide - Acyl Chloride [image]c) Platinum Complexes [image]d) Aluminum Chloride - Sodium Iodide - Acetonitrile [image]e) Zinc - Acyl Chloride [image]f) Trimethylsilyl Iodide IV) Selectivity in Dealkylation Of Ethers [image]a) Selective Dealkylation of Alkyl Ether [image]b) Selective Dealkylation of Aryl Ether [image]c) Selective Dealkylation of Allyl Ether [image]a) Selective Dealkylation of Benzyl Ether V) Conclusion VI) References