485-42-7

Usage

InChI:InChI=1/C10H20O2/c1-7-3-4-9(8(2)5-11)10(7)6-12/h7-12H,3-6H2,1-2H3

Upstream product

• 107538-09-0 epi-Photonerol 
• 485-06-3 Nepetalinsaeure 
• 22460-59-9 (3R/S,6S)-2,6-dimethyl-1,7-octadien-3-ol 
• 79089-68-2 (E)-(S)-8-Chloro-3,7-dimethyl-octa-1,6-diene 
• 490-09-5 4,7-dimethylhexahydrocyclopenta[c]pyran-1(3H)-one 
• 72649-00-4 (RS)-5,6-dihydro-5-methylpyran-2-one 
• 108944-20-3 4aα,7β,7aβ-nepetalactone 
• 142405-62-7 iridodial-β-monoenol acetate 

Downstream Products

• 490-09-5 4,7-dimethylhexahydrocyclopenta[c]pyran-1(3H)-one 
• 485-43-8 (+/-)-Isoiridomyrmecin 
• 142405-66-1 C₂₄H₂₄Cl₄O₄ 

Relevant academic research and scientific papers

Scope and applications of second generation palladium-catalyzed cycloalkenylation. Stereoselective total syntheses of isoiridomyrmecin, isodihydronepetalactone, and α-skytanthine

Functionalized bicyclo[3.2.1]octanes, -oxabicyclo-[4.3.0]nonanes, 3-azabicyclo[3.3.0]octanes, and 3-azabicyclo[4.3.0]nonanes were easily synthesized via a second generation palladium-catalyzed cycloalkenylation. Isoiridomyrmecin and isodihydronepetalactone, both of which feature a 3-oxabicyclo[4.3.0]nonane subunit, were stereoselectively synthesized via a second generation palladium-catalyzed cycloalkenylation as the key step. α-Skytanthine, a typical 3-azabicyclo[4.3.0]nonane alkaloid, was also constructed using the same catalytic cyclization protocol.

CYCLOPENTANOMONOTERPENE ENOL ACETATES FROM NEPETA LEUCOPHYLLA

Three new iridodial derivatives, >-2--5-methylcyclopentanecarboxaldehyde (iridodial β-monoenol acetate), >-2--5-methylcyclopentyl>methyl acetate (dihydroiridodial diacetate), or their enantiomers, and -2-3-methylcyclopentyl>-1-propenyl acetate (iridodial dienol diacetate) of unknown configuration have beren isolated from the essential oil of Nepeta leucophylla gathered in the Kumaun Region of India. Key Word Index - Nepeta leucophylla; Labiatae; cyclopentanomonoterpenes; ir idoids, iridodial enol acetates.

ENANTIOSELECTIVE SYNTHESES OF (+)-α-SKYTANTHINE, (+)-δ-SKYTANTHINE AND (+)-IRIDOMYRMECIN BY AN INTRAMOLECULAR MAGNESIUM-ENE REACTION.

Starting from (S)-3-methyl-1-penten-5-ol 3a enantiomerically pure (+)-α-skytanthine 9, (+)-δ-skytanthine 11 and (+)-iridomyrmecin 12 were synthesized via the magnesium-ene rection 2*1.

Pd(0) PROMOTED REARRANGEMENT OF 2-(1,3-BUTADIENYL)CYCLOPROPANE-1,1-DICARBOXYLATE ESTERS TO 2-ALKENYL-3-CYCLOPENTENE-1,1-DICARBOXYLATE ESTERS

The title dienylcyclopropanes smoothly rearrange to five-membered rings in the presence of Pd(0) catalyst under mild conditions.