140198-67-0

Upstream product

• 140198-61-4 ((2S,3S)-3-((R)-2-(tert-butyldimethylsilyloxy)propyl)oxiran-2-yl)methanol 
• 140198-60-3 (R)-5-(tert-Butyl-dimethyl-silanyloxy)-hex-2-yn-1-ol 
• 140386-31-8 ethyl (R,E)-5-(tert-butyldimethylsilyloxy)hex-2-enoate 
• 140198-59-0 (R)-6-(1-Methoxy-1-methyl-ethoxy)-hex-4-yn-2-ol 
• 140198-66-9 3-((E)-4-{(2R,3S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]-oxiranyl}-4-methoxymethoxy-but-2-enyl)-6,8-dimethoxy-isochromen-1-one 
• 140198-62-5 (2R,3S)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-propyl]-oxirane-2-carbaldehyde 

Downstream Products

• 140198-68-1 2-{(E)-6-[(2R,3S)-3-((R)-2-Hydroxy-propyl)-oxiranyl]-6-methoxymethoxy-2-oxo-hex-4-enyl}-4,6-dimethoxy-benzoic acid 

Relevant academic research and scientific papers

Convergent Stereospecific Total Synthesis of Monochiral Monocillin I Related Macrolides

The first total synthesis of Monocillin I related macrolides has been achieved by a convergent and stereospecific route involving the palladium-catalyzed coupling of a functionalized chiral vinylstannane with the appropriate dimethoxy bromomethyl isocoumarin.Cleavage conditions of the isocoumarin ring were then found for the preparation of a precursor hydroxy acid.The 14-membered macrolide was obtained in the Mitsunobu reaction conditions, and the reqired natural conjugated dienone epoxide system of Monocillin I was generated stereospecifically from that macrocyclic precursor.