135393-95-2

Upstream product

• 135393-94-1 (3S,4R,5R,6R)-5-(p-Methoxybenzyloxy)-4,6-dimethyl-7-octen-3-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 119003-94-0 (3R,4R,5S,6S)-6-(tert-Butyldimethylsilyloxy)-3,5-dimethyl-1-octen-4-ol 
• 119003-95-1 (3R,4R,5S,6S)-6-(tert-Butyldimethylsilyloxy)-4-(p-methoxybenzyloxy)-3,5-dimethyl-1-octene 

Downstream Products

• 132565-96-9 (2S,3R,4S)-3-(p-Methoxybenzyloxy)-2,4-dimethyl-5-oxoheptanal 
• 132566-03-1 (2S,4S,6R,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-4,6,8-trimethyl-8-undecen-3,5-dione 
• 87697-98-1 (-)-Denticulatin A and B 
• 132566-02-0 (2R,4R,6E)-2-<(1R,3S,4S,5R,6R,7R,8S)-1-Ethyl-7-(p-methoxybenzyloxy)-4,6,8-trimethyl-2,9-dioxabicyclo<3.3.1>non-3-yl>-2,4,6-trimethyl-6-nonen-3-one 
• 132566-02-0 (2R,4S,6E)-2-<(1R,3S,4S,5R,6R,7R,8S)-1-Ethyl-7-(p-methoxybenzyloxy)-4,6,8-trimethyl-2,9-dioxabicyclo<3.3.1>non-3-yl>-2,4,6-trimethyl-6-nonen-3-one 

Relevant academic research and scientific papers

Stereoselective Synthesis of Alcohols, XXXVIII. - Stereoselective Total Synthesis of the Denticulatins

The total synthesis of the denticulatins 1 is described.Key feature is the efficient generation of the C-1-to-C-9 building block 37 by three consecutive stereoselective carbon-carbon bond-forming steps using chiral allylboronates.The C10-to-C-17 building block was obtained by kinetic Sharpless resolution of an allylic alcohol followed by an Ireland-Claisen rearrangement. Key Words: Marine natural products / Hemiketal formation, selective / Denticulatins