92565-91-8Relevant academic research and scientific papers
The reaction of acetal-type protective groups in combination with TMSOTf and 2,2′-bipyridyl; Mild and chemoselective deprotection and direct conversion to other protective groups
Fujioka, Hiromichi,Minamitsuji, Yutaka,Kubo, Ozora,Senami, Kento,Maegawa, Tomohiro
experimental part, p. 2949 - 2960 (2011/05/12)
A mild and chemoselective deprotection method of various acetal-type protective groups, such as MOM, MEM, BOM, and SEM ethers, has been developed. The combination of TMSOTf and 2,2′-bipyridyl was very effective for the deprotection, and the reaction proceeded via the formation of pyridinium intermediates, which were hydrolyzed to the corresponding alcohols in good to high yields. The features of this method are mild (almost neutral) reaction conditions and the tolerability of acid-sensitive functional groups. This method is also applicable for the direct conversion of MOM ether to BOM or SEM ether using the appropriate alcohols instead of H2O.
Remarkable effect of 2,2′-bipyridyl: Mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)-2,2′-bipyridyl
Fujioka, Hiromichi,Kubo, Ozora,Senami, Kento,Minamitsuji, Yutaka,Maegawa, Tomohiro
supporting information; experimental part, p. 4429 - 4431 (2009/12/29)
The remarkable effect of 2,2′-bipyridyl led to the successful development of the mild and highly chemoselective deprotection method of methoxymethyl (MOM) ethers using the combination of TMSOTf (or TESOTf) and 2,2′-bipyridyl; this method can be applied to the direct conversion of the MOM group to other ethereal protective groups (e.g. benzyloxymethyl) with the corresponding alcohols. The Royal Society of Chemistry 2009.
A facile preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane catalysed by expansive graphite
Jin, Tong-Shou,Li, Tong-Shuang,Gao, Yong-Tao
, p. 837 - 841 (2007/10/03)
An easy preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane has been carried out in excellent yield under catalysis of expansive graphite.
Envirocat EPZGR Catalysed Methoxymethylation of Alcohols
Bandgar,Hajare,Wadgaonkar
, p. 90 - 91 (2007/10/03)
Envirocat EPZGR is an efficient reusable heterogenous catalyst for the methoxymethylation of alcohols. The isolation of pure products by simple filtration and evaporation is an important feature of this method.
Sulfated zirconia as an efficient catalyst for the methoxymethylation of alcohols
Sarkar, Anjana
, p. 862 - 863 (2007/10/03)
Primary and secondary alcohols react with dimethoxymethane in the presence of a catalytic amount of sulfated zirconia to afford the corresponding methoxy methyl ethers (MOM ether) in good to high yields.
