An efficient method for para-methoxybenzyl ether formation with lanthanum triflate

Tetrahedron Letters

Volumn 44, Issue 11, 2003, Pages 2267-2269

  Rai, Anand Narain ^a   Basu, Amit ^a  

^a BROWN UNIVERSITY   (United States)

Author keywords

Etherification; Protecting group; Trichloroacetimidate

Indexed keywords

ACID; ALCOHOL DERIVATIVE; ANISALDEHYDE; ETHER; LANTHANUM; TRIFLUOROMETHANESULFONIC ACID;

ANALYTIC METHOD; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMOSENSITIVITY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037430569     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00282-X     Document Type: Article

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17. When the reaction was carried out in wet toluene using para-methoxybenzyl alcohol in place of the imidate 2, no product was observed, indicating that etherification in entry 11 proceeded via the imidate and hydrolysis of 2 was not significant under the reaction conditions.
18. abstract
19. Compound 10 was prepared from the corresponding azidotriol via benzoylation of the dibutylstannylene ketal followed by silylation. Full experimental details will be published elsewhere.