726202-29-5Relevant academic research and scientific papers
Iron-catalyzed chemoselective azidation of benzylic silyl ethers
Sawama, Yoshinari,Nagata, Saori,Yabe, Yuki,Morita, Kosuke,Monguchi, Yasunari,Sajiki, Hironao
supporting information, p. 16608 - 16611 (2013/03/13)
Azidation: Siloxy groups derived from secondary and tertiary benzyl alcohols can be transformed into azide groups at room temperature using TMSN3 in the presence of an iron catalyst (see scheme; TMS=trimethylsilyl). Secondary and tertiary benzy
Catalyst-free silylation of alcohols and phenols by promoting HMDS in CH3NO2 as solvent
Kadam, Santosh T.,Kim, Sung Soo
supporting information; experimental part, p. 94 - 98 (2010/05/18)
An uncatalyzed method for the silylation of alcohols and phenols with HMDS in CH3NO2 at rt is developed. A diverse range of aromatic and aliphatic alcohols as well as phenols undergo the silylation in very short reaction time with ex
Meerwein-Ponndorf-Verley alkynylation of aldehydes: Essential modification of aluminium alkoxides for rate acceleration and asymmetric synthesis
Ooi, Takashi,Miura, Tomoya,Ohmatsu, Kohsuke,Saito, Akira,Maruoka, Keiji
, p. 3312 - 3319 (2007/10/03)
A novel carbonyl alkynylation has been accomplished based on utilization of the Meerwein-Ponndorf-Verley (MPV) reaction system. The success of the MPV alkynylation crucially depends on the discovery of the remarkable ligand acceleration effect of 2,2′-biphenol. For example, the alkynylation of chloral (2c) with the aluminium alkoxide 6 (R = Ph), prepared in situ from Me3Al, 2,2′-biphenol and 2-methyl-4-phenyl-3-butyn-2-ol (1a) as an alkynyl source, proceeded smoothly in CH2Cl2 at room temperature to give the desired propargyl alcohol 3ca in almost quantitative yield after 5 h stirring. The characteristic feature of this new transformation involving no metal alkynides can be visualized by the fact that the alkynyl group bearing keto carbonyl was transferred successfully to aldehyde carbonyl without any side reactions on keto carbonyl. Although the use of (S)-1,1′-bi-2-naphthol and its simple analogues was found to be unsuitable for inducing asymmetry in this reaction, design of new chiral biphenols bearing a certain flexibility of the biphenyl axis led to satisfactory results in terms of enantioselectivity as well as reactivity.
B(C6F5)3-catalyzed allylation of propargyl acetates with allylsilanes.
Schwier, Todd,Rubin, Michael,Gevorgyan, Vladimir
, p. 1999 - 2001 (2007/10/03)
[reaction: see text] An efficient method for the B(C(6)F(5))(3)-catalyzed allylation of secondary propargylic alcohol derivatives with allylsilanes has been developed. This method allows for the facile synthesis of a variety of 1,5-enynes in good to high yields with a number of functionalities, such as nitro, chloro, ester, and boronic ester, being tolerated under the reaction conditions.
