253676-40-3

Upstream product

• 253676-11-8 (3S,4S)-5-methyl-4-[N-(2,4,6-trimethyl-phenylsulfonyl)amino]-1-trimethylsilyl-hex-1-yn-3-ol 
• 253676-12-9 (3S,4S)-5-Methyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]hex-1-yn-3-ol 
• 773-64-8 2-mesitylenesulphonyl chloride 
• 75-77-4 chloro-trimethyl-silane 
• 220765-18-4 (2R,3S)-2-ethynyl-3-isopropyl-N-(2,4,6-trimethyl-phenylsulfonyl)-aziridine 

Relevant academic research and scientific papers

A highly cis-selective synthesis of 2-ethynylaziridines by intramolecular amination of chiral bromoallenes: Improvement of stereoselectivity based on the computational investigation

The base-mediated intramolecular amination of bromoallenes having an axial chirality is described. The treatment of (4S,aR)-4-alkyl-4-[N-(arylsulfonyl)amino]-1-bromobuta-1,2-dienes with NaH in DMF affords 2,3-cis-2-ethynylaziridines in good to excellent s

Convenient syntheses of chiral 3-substituted 2-ethynylaziridines

Two convenient methods for the synthesis of chiral 2-ethynylaziridines from natural α-amino acids are described. Sodium hydride-promoted aziridination of mesylates of 4-arylsulfonylamino-2-bromoalk-2-en-1-ols yields trans-2-(1-bromovinyl)aziridines in a highly stereoselective manner, and subsequent dehydrobromination of the aziridines by potassium tert-butoxide gives separable stereoisomeric mixtures of trans- and cis-2-ethynylaziridines in enantiomerically pure forms (>98% ee). Simple synthesis of 2-ethynylaziridines with high optical purities (91-98% ee) from chiral amino alcohols bearing an ethynyl group under Mitsunobu conditions is also presented. The Royal Society of Chemistry 1999.