1195694-52-0Relevant articles and documents
Synthesis of quinolines via acid-catalyzed cyclodehydration of 2-(Tosylamino)chalcones
Makarov, Anton S.,Sorotskaja, Ludmila N.,Uchuskin, Maxim G.,Trushkov, Igor V.
, (2016)
(Image presented) The acid-catalyzed cyclodehydration of (E)-3-[(2-tosylamino)phenyl]-1-(het)aiylprop-2-en-1-ones to 2-substituted quinolones was investigated. The reaction proceeds via the key step of (E,Z)-isomerization with subsequent intramolecular cy
Asymmetric domino aza-Michael-Michael reaction of o-N-protected aminophenyl α,β-unsaturated ketones: Construction of chiral functionalized tetrahydroquinolines
Kim, Shinae,Kang, Ki-Tae,Kim, Sung-Gon
supporting information, p. 5114 - 5121 (2014/07/08)
The diastereo- and enantioselective synthesis of 2,3,4-trisubstituted tetrahydroquinolines has been developed through organocatalytic domino aza-Michael-Michael reaction of o-N-tosylaminophenyl α,β-unsaturated ketones with nitroalkenes. This useful and simple domino process afforded diverse highly functionalized tetrahydroquinolines, some of which are not easily accessible using other methodologies, in good yields and with excellent diastereo- and enantioselectivities (up to >30:1 dr, >99% ee).
Organocatalytic enantioselective cascade aza-michael/michael addition for the synthesis of highly functionalized tetrahydroquinolines and tetrahydrochromanoquinolines
Yang, Wen,He, Hai-Xiao,Gao, Yu,Du, Da-Ming
, p. 3670 - 3678 (2014/01/06)
An efficient organocatalytic highly asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of tetrahydroquinolines and tetrahydrochromanoquinolines has been developed. This cascade reaction proceeds well at low catalyst loading with a broad substrate scope, furnishing the desired products in excellent yields with excellent diastereoselectivities and enantioselectivities (up to >99:1 dr, 99% ee) under mild conditions. Importantly, it is the first catalytic asymmetric method for tetrahydrochromanoquinolines. This protocol provides a straightforward entry to highly functionalized chiral tetrahydroquinoline and tetrahydrochromanoquinoline derivatives from simple starting materials. Copyright