334707-75-4

Upstream product

• 43188-56-3 methyl (2R,3R)-3-hydroxy-2-(4-methylphenyl)sulfonamidobutanoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 334707-77-6 (3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne 
• 334707-90-3 (2R,3R,4S)-3-ethynyl-4-[N-(4-methyl-phenylsulfonyl)-amino]-pentan-2-ol 
• 334707-78-7 (3S,4R)-4-hydroxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne 
• 334707-79-8 (2S,3S)-2-ethynyl-3-methyl-N-(4-methyl-phenylsulfonyl)-aziridine 
• 334707-76-5 (2S,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butan-1-ol 

Relevant academic research and scientific papers

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.