1329675-14-0

Upstream product

• 110-62-3 pentanal 
• 1329675-13-9 (3R,6S,Z)-1-[(S)-4-benzyl-2-thioxothiazolidin-3-yl]-6-(tert-butyldiphenylsilyloxy)-3-hydroxydec-4-en-1-one 
• 107-30-2 chloromethyl methyl ether 
• 1329675-12-8 (2S,4Z)-4-{[(tert-butyl)diphenylsilyl]oxy}oct-2-enal 
• 1329675-11-7 (4S)-4-{[(tert-butyl)diphenylsilyl]oxy}oct-2-ynal 
• 1329675-10-6 (4S)-4-(tert-butyldiphenylsilyloxy)oct-2-yn-1-ol 
• 1329675-09-3 tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane 
• 1329675-08-2 (4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-ol 

Downstream Products

• 1329675-15-1 methyl (2Z,5R,6Z,8S)-8-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)dodeca-2,6-dienoate 

Relevant academic research and scientific papers

Stereoselective total synthesis of umuravumbolide

A simple and efficient stereoselective total synthesis of desacetylumuravumbolide (1a) and umuravumbolide (1b), starting from commercially available valeraldehyde has been described. The synthetic strategy involves a highly enantioselective zinc-mediated addition of protected 2 alkyn-1-ol to aldehyde, a Crimmins aldol reaction, and Horner-Wadsworth-Emmons olefination as key steps. A simple and efficient stereoselective total synthesis of umuravumbolide and desacetylumuravumbolide starting from commercially available valeraldehyde is described. The synthetic strategy involves a highly enantioselective zinc-mediated addition, a Crimmins aldol reaction, and Horner-Wadsworth-Emmons olefination as key steps.