163592-86-7Relevant academic research and scientific papers
Syntheses of arabinose-derived pyrrolidine catalysts and their applications in intramolecular Diels-Alder reactions
Shing, Tony K. M.,Wu, Kwun W.,Wu, Ho T.,Xiao, Qicai
, p. 1754 - 1762 (2015)
Six chiral hydroxylated pyrrolidine catalysts were synthesized from commercially available D-arabinose in seven steps. Various aromatic substituents α to the amine can be introduced readily by a Grignard reaction, which enables facile optimization of the catalyst performance. The stereoselectivities of these catalysts have been assessed by comparing with those of MacMillan's imidazolidinone in a known intramolecular Diels-Alder (IMDA) reaction of a triene. Two additional IMDA reactions of symmetrical dienals with concomitant desymmetrisation further established the potential use of these novel amine catalysts. These pyrrolidines are valuable catalysts for other synthetic transformations.
A SYNTHESIS OF THE POLYHYDROXYLATED PYRROLIDINES: SYNTHESIS OF 1,4-DIDEOXY-1,4-IMINO-D-LYXITOL AND N-BENZYL-4-EPI-(-)-ANISOMYCIN
Zhi-cai, Shi,Chun-min, Zeng,Guo-qiang, Lin
, p. 277 - 288 (2007/10/02)
A synthesis of 1,4-dideoxy-1,4-imino-D-lyxitol and N-benzyl-4-epi-(-)anisomycin was described.
