69483-57-4Relevant articles and documents
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
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.
