1147426-75-2Relevant academic research and scientific papers
Highly stereoselective syntheses of proline-derived vicinal amino alcohols through grignard addition onto N-tosylprolinal
Chaudhuri, Saikat,Parida, Amarchand,Ghosh, Santanu,Bisai, Alakesh
, p. 215 - 220 (2016)
A highly diastereoselective Grignard addition to N-tosyl-l-prolinal has been developed to deliver a variety of proline-derived vicinal amino alcohols in good to excellent yields with high diastereoselectivities. A similar selectivity was also obtained by using N-tosyl-d-prolinal. The methodology has been applied to the synthesis of medicinally important 3-hydroxy-2-phenylpiperidines.
Catalytic asymmetric synthesis of piperidines from pyrrolidine: Concisesynthesis of L-733,060
Bilke, Julia L.,Moore, Stephen P.,O'Brien, Peter,Gilday, John
supporting information; experimental part, p. 1935 - 1938 (2009/09/25)
Catalytic asymmetric deprotonation-aldehyde trapping-ring expansion from a 5- to a 6-ring delivers a concise route to each stereoisomer of -hydroxy piperidines starting from W-Boc pyrrolidine. The methodology is utilized in a 5-step catalytic asymmetric synthesis of the neorokinin-1 receptor antagonist, (+)-L-733,060.
