65296-17-5Relevant academic research and scientific papers
Stereoselective Oxidative Cyclization ofN-Allyl Benzamides to Oxaz(ol)ines
Abazid, Ayham H.,Hollwedel, Tom-Niklas,Nachtsheim, Boris J.
supporting information, p. 5076 - 5080 (2021/07/19)
This study presents an enantioselective oxidative cyclization ofN-allyl carboxamides via a chiral triazole-substituted iodoarene catalyst. The method allows the synthesis of highly enantioenriched oxazolines and oxazines, with yields of up to 94% and enantioselectivities of up to 98% ee. Quaternary stereocenters can be constructed and, besidesN-allyl amides, the corresponding thioamides and imideamides are well tolerated as substrates, giving rise to a plethora of chiral 5-memberedN-heterocycles. By applying a multitude of further functionalizations, we finally demonstrate the high value of the observed chiral heterocycles as strategic intermediates for the synthesis of other enantioenriched target structures.
Heteroatom-directed lateral lithiation: Synthesis of isoquinoline derivatives from N-(tert-butoxycarbonyl)-2-methylbenzylamines
Clark,Jahangir,Langston
, p. 23 - 30 (2007/10/02)
Methodology for the preparation of isoquinoline derivatives from N-(tert-butoxycarbonyl)-2-methylbenzylamines (1) was developed. Conversion of 1 to the dilithio species followed by condensation with DMF afforded Boc-3-hydroxy-1,2,3,4-tetrahydroisoquinolin
