334707-82-3

Upstream product

• 334707-80-1 (3R,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne 
• 220306-97-8 N-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxymethyl-propyl]-4-methyl-benzenesulfonamide 
• 334707-81-2 (3R,4R)-4-hydroxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne 

Downstream Products

• 334707-93-6 (2R,3S,4S)-3-ethynyl-4-[N-(4-methyl-phenylsulfonyl)-amino]-pentan-2-ol 
• 334707-90-3 (2R,3R,4S)-3-ethynyl-4-[N-(4-methyl-phenylsulfonyl)-amino]-pentan-2-ol 

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

2-Ethynylaziridines as chiral carbon nucleophiles: Stereoselective synthesis of 1,3-amino alcohols with three stereocenters via allenylindium reagents bearing a protected amino group

Allenylindium reagents bearing a protected amino group were effectively prepared from N-protected 3-alkyl-2-ethynylaziridines by treatment with InI in the presence of Pd(PPh3)4 and H2O. Stereo-selective addition of the allenylindium to aliphatic or aromatic aldehydes affords 1,3-amino alcohols bearing three contiguous chiral centers: while 2,3-trans-2-ethynylaziridines yield syn,syn-2-ethynyl-1,3-amino alcohols predominantly, 2,3-cis-aziridines give anti,syn isomers selectively. Synthesis of highly substituted ethynylazetidines is also described.