222713-67-9Relevant academic research and scientific papers
β-Amino Phosphine Mn Catalysts for 1,4-Transfer Hydrogenation of Chalcones and Allylic Alcohol Isomerization
Vigneswaran, Vipulan,MacMillan, Samantha N.,Lacy, David C.
supporting information, p. 4387 - 4391 (2019/11/14)
Mn complexes with amino acid derived PN ligands were used in the catalytic transfer hydrogenation (TH) of ketone and chalcone substrates in 2-propanol with mild heating. Moreover, chalcones are reduced selectively to the saturated ketone at short times and can be fully converted to the alcohol when reactions are prolonged. The mechanism of chalcone reduction was briefly considered. Allylic alcohols are not reactive in 2-propanol, but quantitative isomerization occurs in toluene. Thus, we suspect that the allylic alcohols are dehydrogenated and the resulting ketone is formed through a direct 1,4-hydrogenation of the chalcone. Finally, several other related ligands that have been used in Mn-based TH reactions were explored to test the viability of ligand design in favoring chemoselectivity. The β-amino phosphine ligands proved most effective in this regard.
1-Hydrosilatrane: A Locomotive for Efficient Ketone Reductions
Varjosaari, Sami E.,Skrypai, Vladislav,Suating, Paolo,Hurley, Joseph J. M.,Gilbert, Thomas M.,Adler, Marc J.
supporting information, p. 229 - 232 (2017/01/24)
An efficient method for the reduction of ketones with 1-hydrosilatrane is described. In the presence of a Lewis base activator, the resulting secondary alcohols are rapidly formed in good to excellent yields (20 examples, 71–99 % yields). The relative bulkiness of 1-hydrosilatrane also enables the diastereoselective reduction of (–)-menthone to (+)-neomenthol, and the use of a chiral alkoxide activator can lead to the enantioselective reduction of prochiral ketones.
Highly selective direct azidation of alcohols over a heterogeneous povidone-phosphotungstic solid acid catalyst
Kamble, Sumit,More, Sagar,Rode, Chandrashekhar
supporting information, p. 10240 - 10245 (2016/12/06)
A simple protocol for the selective azidation of alcohols is developed using a solid acid hybrid of a povidone and phosphotungstic acid (PVP-PWA) using azidotrimethylsilane as an azide source at room temperature. In a broad substrate scope, various activated as well as unactivated benzylic and diphenyl alcohols were treated smoothly with TMS-N3 to selectively produce only azide products with excellent yields in a very short reaction time of 2 h. FT-IR confirmed the stability of the catalyst with retention of the Keggins structure after the reaction. Recycling experiments demonstrated the reusability of the PVP-PWA (3?:?1) several times without losing its original activity.
A simple and efficient method for selective deprotection of t- butyldimethylsilyl ethers by zinc tetrafluoroborate in water
Ranu, Brindaban C.,Jana, Umasish,Majee, Adinath
, p. 1985 - 1988 (2007/10/03)
Selective deprotection of t-butyldimethylsilyl ethers has been achieved under mild conditions using an aqueous solution of zinc tetrafluoroborate.
