119003-95-1

Upstream product

• 119003-94-0 (3R,4R,5S,6S)-6-(tert-Butyldimethylsilyloxy)-3,5-dimethyl-1-octen-4-ol 
• 824-94-2 p-methoxybenzyl chloride 
• 2746-25-0 p-Methoxybenzyl bromide 
• 108815-17-4 (2S,3S)-3-<(tertbutyl)dimethylsilyloxy>-2-methylpentanal 

Downstream Products

• 132565-96-9 (2S,3R,4S)-3-(p-Methoxybenzyloxy)-2,4-dimethyl-5-oxoheptanal 
• 135393-94-1 (3S,4R,5R,6R)-5-(p-Methoxybenzyloxy)-4,6-dimethyl-7-octen-3-ol 
• 116706-50-4 (2S,3S,4S,5S)-5-(tert-Butyldimethylsilyloxy)-3-(p-methoxybenzyloxy)-2,4-dimethylheptanal 
• 132565-99-2 (2S)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>propanal 
• 132565-98-1 (2S,3S,4R,5S,6R)-2-Ethyl-4-(p-methoxybenzyloxy)-6-<(1R,2Z)-3-methoxy-1-methyl-2-propenyl>-3,5-dimethyl-tetrahydro-2H-pyran-2-ol 
• 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 
• 132566-01-9 (2R,3S,4R,6R,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-3-hydroxy-4,6,8-trimethyl-8-undecen-5-one 
• 132619-61-5 (2R,3S,4R,6S,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-3-hydroxy-4,6,8-trimethyl-8-undecen-5-one 
• 135393-95-2 (4S,5R,6R)-5-(p-Methoxybenzyloxy)-4,6-dimethyl-7-octen-3-one 
• 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 
• 87697-98-1 Denticulatine A/B 

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

Stereoselective Synthesis of Alcohols, XXVIII. - Stereocontrol of Addition of Chiral (E)-(α-Chlorocrotyl)boronates to Chiral Aldehydes

On reaction of the chiral (E)-(α-chlorocrotyl)boronates 5 with chiral aldehydes 1, the diastereoselectivity depends on whether the asymmetric induction of the reagent and the substrate cooperate (matched pair) or whether they are opposed (mismatched pair)