1613376-35-4

Upstream product

• 1613376-33-2 (R)-2-(1-chloropent-4-en-2-yloxy)isoindoline-1,3-dione 
• 953047-22-8 (2S)-1-chloropent-4-en-2-ol 
• 1613376-34-3 (R)-O-(1-chloropent-4-en-2-yl)hydroxylamine 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 1613376-37-6 (3S,5R)-3-allyl-2-benzyloxycarbonyl-5-chloromethylisoxazolidine 
• 1613376-39-8 2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid 
• 1613376-40-1 (3R,5R)-benzyl 3-(2-(2-(2-(benzyloxy)-2-oxoethyl)-2-methylhydrazinyl)-2-oxoethyl)-5-(chloromethyl)isoxazolidine-2-carboxylate 
• 1613376-41-2 2-((3R,5R)-2-benzyloxycarbonyl-5-(chloromethyl)isoxazolidinyl)acetic acid 
• 1628118-80-8 C₁₄H₁₅Cl₂NO₄ 

Relevant academic research and scientific papers

A total synthesis of (+)-negamycin through isoxazolidine allylation

The β-amino acid antibiotic (+)-negamycin has been synthesised in ten steps from epichlorohydrin via Sakurai allylation of an isoxazolidine intermediate. The key allylation reaction proceeded with complete trans-selectivity, which is attributed to electrostatic attraction between the chlorine atom and the iminium ion in the Sakurai intermediate. This journal is the Partner Organisations 2014.