160885-25-6Relevant academic research and scientific papers
Application of allylic amine formation from aziridine-2-ol under Appel reaction condition: Synthesis of N-(tert-butoxycarbonyl)-D-vinyl glycine methyl ester
Chavan, Subhash P.,Kawale, Sanket A.,Patil, Niteen B.,Kalbhor, Dinesh B.
supporting information, (2021/05/18)
PPh3/I2/imidazolde mediated allyl amine formation from aziridine-2-alcohol was explored for the synthesis of N-(tert-butoxycarbonyl)-D-vinyl glycine methyl ester.
Enantioselective syntheses of (R)-pipecolic acid, (2R,3R)-3-hydroxypipecolic acid, β-(+)-conhydrine and (-)-swainsonine using an aziridine derived common chiral synthon
Chavan, Subhash P.,Khairnar, Lalit B.,Pawar, Kailash P.,Chavan, Prakash N.,Kawale, Sanket A.
, p. 50580 - 50590 (2015/06/25)
Concise total syntheses of (R)-pipecolic acid, (R)-ethyl-6-oxopipecolate, (2R,3R)-3-hydroxypipecolic acid and formal syntheses of β-(+)-conhydrine, (-)-lentiginosine, (-)-swainsonine and 1,2-di-epi-swainsonine have been accomplished starting from a common chiral synthon. The present strategy employs regioselective aziridine ring opening, Wittig olefination and RCM as the key chemical transformations.
Chemistry of Aziridine Carboxylic Acids, V. - Asymmetric Synthesis of Enantiomerically Pure Aziridine Carboxylic Acid Derivatives from (R)- and (S)-Glyceraldehyde Acetonide
Ambrosi, Horst-Dieter,Duczek, Wolfram,Ramm, Matthias,Gruendemann, Egon,Schulz, Burkhard,Jaehnisch, Klaus
, p. 1013 - 1018 (2007/10/02)
The α-bromoacrylic acid derivatives 2 reacted with benzylamine by ring closure to cis-aziridines 3 and trans-aziridines 4 with >/= 99percent diastereomeric excess.The aziridines 3 and 4 were hydrogenated by LiAlH4 to give alcohols 5 and 6.Tosilations of 6 yielded the crystalline sulfonamides 7.The absolute configurations of (2R,3S,4R)-3c, (2S,3R,4S)-5 and (1R,2R,4R)-7 were determined by X-ray analyses. - Key Words: Aziridines / Amino acids / Wittig olefination / Glyceraldehyde
