442913-36-2

Upstream product

• 547742-43-8 [2-methoxy-1-(phenylsulfanyl)ethenyl]trimethylsilane 
• 442913-39-5 (2S,3R,4E)-3-{[(tert-butyl)dimethylsilyl]oxy}-6-methyl-2-[(2-naphthyl)methoxy]hept-4-enal 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 547742-37-0 ethyl 2-[(2-naphthyl)methoxy]acetate 
• 24502-08-7 (E)-4-methylpent-2-enal 
• 442913-38-4 (1S,4S)-2-((2S,3R,4E)-3-{[(tert-butyl)dimethylsilyl]oxy}-6-methyl-2-[(2-naphthyl)methoxy]hept-2-enoyl)4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 442913-47-5 S-ethyl (2S,3R,4E)-3-{[(tert-butyl)dimethylsilyl]oxy}-6-methyl-2-[(2-naphthyl)methoxy]hept-4-enethioate 
• 442913-37-3 (1S,4S)-2-{2-[(2-naphthyl)methoxy]acetyl}-4,5,5-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 72867-24-4 S-phenyl 2-methoxyethanethionate 

Downstream Products

• 104947-69-5 bengamide B 

Relevant academic research and scientific papers

The development of a convergent and efficient enantioselective synthesis of the bengamides via a common polyol intermediate

An efficient, general synthetic route to the bengamide family of antitumor agents from a common polyol thioester is described. Consecutive aldol condensations afford the protected polyol thioester side chain suitable for coupling to the bengamides. A novel chiral-phase-transfer-catalyzed enantioselective alkylation affords the properly functionalized caprolactams required for the synthesis of more-complex members of the bengamide family. Use of the methyl 2-naphthyl ether protecting group, compatible with the boron Lewis acids required for enantioselective aldol condensation, allows direct access to all the bengamides.