- H3PW12O40at the[bmim][FeCl4]: A green catalytic system for alkoxymethylation of alcohols and their one-pot interconversion to acetates and TMS-ethers
-
12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.
- Mohammadpoor-Baltork,Moghadam,Tangestaninejad,Mirkhani,Khosropour,Mirjafari
-
experimental part
p. 513 - 524
(2012/06/16)
-
- [InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers
-
A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations.
- Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Khosropour, Ahmad Reza,Mirjafari, Arsalan
-
experimental part
p. 568 - 579
(2012/05/05)
-
- 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
-
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.
- Fujioka, Hiromichi,Minamitsuji, Yutaka,Kubo, Ozora,Senami, Kento,Maegawa, Tomohiro
-
experimental part
p. 2949 - 2960
(2011/05/12)
-
- High-valent [SnIV(Br8TPP)(OTf)2] as a highly efficient and reusable catalyst for selective methoxymethylation of alcohols and phenols: The effect of substituted bromines on the catalytic activity
-
High-valent tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(Br8TPP)(OTf)2], was used for selective methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) at room temper
- Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khajehzadeh, Mostafa,Kosari, Farshid,Araghi, Mehdi
-
experimental part
p. 238 - 243
(2010/04/04)
-
- Remarkable effect of 2,2′-bipyridyl: Mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)-2,2′-bipyridyl
-
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.
- Fujioka, Hiromichi,Kubo, Ozora,Senami, Kento,Minamitsuji, Yutaka,Maegawa, Tomohiro
-
supporting information; experimental part
p. 4429 - 4431
(2009/12/29)
-