120409-91-8Relevant academic research and scientific papers
Microwave-assisted rearrangement of vinylaziridines to 3-pyrrolines: Formal synthesis of (-)-anisomycin
Hirner, Sebastian,Somfai, Peter
, p. 3099 - 3102 (2007/10/03)
An efficient microwave-assisted rearrangement of activated vinylaziridines to 3-pyrrolines is described. The rearrangement proceeds in good to excellent yields and is mediated by NaI or LiI in MeCN at elevated temperatures. The synthetic utility of this r
Asymmetric Intramolecular Amidation of N-(tert-Butoxycarbonyl)-3-hydroxy-4-pentenylamine. A New Entry to Chiral Building Blocks for the Synthesis of Biologically Active Nitrogen-Containing Compounds
Takahata, Hiroki,Banba, Yasunori,Tajima, Mayumi,Momose, Takefumi
, p. 240 - 245 (2007/10/02)
Sharpless reaction of racemic N-(tert-butoxycarbonyl)-3-hydroxy-4-pentenylamine (1) leads to both an asymmetric kinetic resolution to provide optically active 1, which was subsequently used for intramolecular amidomercuration, and asymmetric epoxidation followed by concomitant cyclization into optically active cis-3-hydroxy-2-(hydroxymethyl)pyrrolidine (3).Optically active 1 and 3 have been expediently used as chiral building blocks in the asymmetric synthesis of several biologically active natural products.
