170808-41-0

Upstream product

• 590-86-3 isovaleraldehyde 
• 170808-39-6 methyl 6-(1,3-dioxolan-2-yl)-7-methyl-3-oxooctanoate 
• 173393-94-7 2-[1-(bromomethyl)-2-methylpropyl]-1,3-dioxolane 
• 4417-80-5 3-methyl-2-methylene-butyraldehyde 

Downstream Products

• 179331-58-9 (1S,2S,3R)-2-(2,2-Dimethyl-[1,3]dioxan-5-ylidenemethyl)-3-isopropyl-6-oxo-cyclohexanecarboxylic acid (1R,2R,3S,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 

Relevant academic research and scientific papers

Asymmetric protected 2-oxo-5-isopropyl-cyclohexenecarboxylates as key intermediates towards an EPC synthesis of (+)-heptelidic acids

Asymmetric shielded 2-oxo-5-isopropyl-cyclohexenecarboxylates 3n and 4n which are diastereomers at C-5' have been prepared by a five step synthesis and separated by chromatography. Conjugate addition of (H2C=CH)2CuLi to 3n and 4n gave the adducts 13n (5'R,6'R) and 14n (5'S,6'R) as single diastereomers, respectively. Finally, the (5'R) configurated enoate 3n turned out to be valuable as chiral building block for an EPC synthesis of (+)-heptelidic acid.

Asymmetric protected enoates as key intermediates towards an EPC synthesis of (+)-heptelidic acid

Conjugate addition of (H2C=CH)2CuLi to 6n and 7n gave the adducts 9n (5′R,6′R) and 10n (5′S,6′R) as single diastereomers, respectively. Finally, the (5′R) configurated enoate 6n turned out to be valuable as a chiral building block fo