358978-68-4

Upstream product

• 733001-90-6 (R)-4-(2,5-dimethoxy-4-methylphenyl)-2-methoxy-4,5,5-trimethylcyclopent-2-enone 
• 733001-86-0 (R)-4-(2,5-dimethoxy-4-methylphenyl)-4,5,5-trimethylcyclopent-2-en-1-one 
• 733001-87-1 (1S,4R,5S)-4-(2,5-dimethoxy-4-methylphenyl)-3,3,4-trimethyl-6-oxa-bicyclo[3.1.0]hexan-2-one 
• 77-78-1 dimethyl sulfate 
• 359701-26-1 (2R,4R,5R)-4,5-dihydro-5,8,10,10-tetramethyl-2,5-methano-benzo[b]oxepin-2,4,7(3H)-triol 

Downstream Products

• 359701-29-4 2-methyl-5-[(1S,5R)-5-hydroxy-1,2,2-trimethyl-3-oxocyclopentyl]-1,4-benzoquinone 

Relevant academic research and scientific papers

Antimicrobial cuparene-type sesquiterpenes, enokipodins C and D, from a mycelial culture of Flammulina velutipes

Two new cuparene-type sesquiterpenes, enokipodins C (1) and D (2), were isolated from culture medium of an edible mushroom, Flammulina velutipes, along with enokipodins A (3) and B (4). The structures of 1 and 2 were determined using spectroscopic methods (HRMS, 1H and 13C, and 2D NMR). The absolute configuration of enokipodin C was determined from the observed 1H NMR chemical shifts and NOEs in NOESY experiments after conversion into the corresponding esters with the chiral reagent 2-(2′-methoxy-1′-naphthyl)-3,4-dichlorobenzoic acid. All the metabolites showed antimicrobial activity against a fungus, Cladosporium herbarum, and Gram-positive bacteria, Bacillus subtilis and Staphylococcus aureus.

Enantioselective total synthesis of enokipodins A-D, antimicrobial sesquiterpenes produced by the mushroom, Flammulina velutipes

The first enantioselective total synthesis of enokipodins A, B, C and D, highly oxidized α-cuparenone-type sesquiterpenoids possessing antimicrobial activity, was accomplished in 8-28% overall yields from methyl (2,5-dimethoxy-4-methylphenyl)acetate by ap

Enantioselective total synthesis of enokipodins A-D

The first enantioselective total synthesis of enokipodins A-D, highly oxidized α-cuparenone-type sesquiterpenoids with antimicrobial activity, was accomplished by using Meyers' diastereoselective alkylation protocol for the construction of the C7-quaterna