37844-64-7Relevant academic research and scientific papers
Kinetic resolution of secondary alcohols by chiral dmap derivatives prepared by the Ugi multicomponent reaction
Mandai, Hiroki,Irie, Shunsuke,Akehi, Masaru,Yuri, Kazunobu,Yoden, Masaaki,Mitsudo, Koichi,Suga, Seiji
, p. 329 - 340 (2013/03/28)
The kinetic resolution of secondary alcohols was examined by new chiral DMAP derivatives, which can readily be prepared by the Ugi multicomponent reaction in a one-pot operation. The initial screening of DMAP derivatives indicated that the catalyst bearing L-valine with an S configuration at the a-position of amide showed the best stereoselectivity factor. After the reaction conditions were optimized with (S,S)-4a in the kinetic resolution of secondary alcohols, various acyclic and cyclic secondary alcohols could be resolved with an s -factor of up to 12.
Kinetic resolution of secondary alcohols by the combination of a chiral Br?nsted acid, DABCO, and acetyl chloride
Mandai, Hiroki,Murota, Kyouta,Mitsudo, Koichi,Suga, Seiji
supporting information; experimental part, p. 3486 - 3489 (2012/08/14)
An efficient and simple protocol for the kinetic resolution of secondary alcohols is presented. The new system is based on a combination of chiral Br?nsted acid, DABCO, and acetyl chloride and gives various enantioenriched alcohols with selectivity factors up to 105.
