69483-57-4Relevant academic research and scientific papers
Benzyl N-phenyl-2,2,2-trifluoroacetimidate: A new and stable reagent for O-benzylation
Okada, Yasunori,Ohtsu, Mamiko,Bando, Masafumi,Yamada, Hidetoshi
, p. 992 - 993 (2008/02/10)
A new O-benzylation reagent, benzyl N-phenyl-2,2,2-trifluoroacetimidate, has been developed. It even reacts with sterically hindered alcohols and base-sensitive hydroxy esters to afford the corresponding benzyl ethers catalyzed by TMSOTf in 1,4-dioxane. This reagent was more stable than benzyl 2,2,2-trichloroacetimidate, a known benzylation reagent. Copyright
AlCl3-N,N-Dimethylaniline: A Novel Benzyl and Allyl Ether Cleavage Reagent
Akiyama, Takahiko,Hirofuji, Hajimu,Ozaki, Shoichiro
, p. 1932 - 1938 (2007/10/02)
A combination system of AlCl3-N,N-dimethylaniline was found to cleave benzyl ethers readily to give parent alcohols in excellent yields.The system also cleaved allyl as well as methyl ethers.Numerous functional groups such as benzoyloxy, phenylthio, and olefinic double bond were not affected.Comparison of AlCl3-N,N-dimethylaniline and AlCl3-anisole were described.
Reactions of Relevance to the Chemistry of Aminoglycoside Antibiotics. Part 13. A Novel Synthesis of Benzyl Ethers
Barrett, Anthony G. M.,Read, Roger W.,Barton, Derek H. R.
, p. 2184 - 2190 (2007/10/02)
Benzyl ethers were prepared from alcohols by reaction with chloro(phenylmethyl)dimethylammonium chloride and sodium hydrogen telluride in sequence.The salt (1) 1)OR2Cl-; R1=H, R2=cholest-5-en-3β-yl> and sodium borohydride gave the borane complex of 3β-dimethylaminomethoxycholest-5-ene.Salt (1; R1=Ph, R2=cholest-5-en-3β-yl or 5α-cholestan-3β-yl) and ammonia or hydrazine gave the steroidal benzimidates or benzhydrazonate.
