86989-09-5

Upstream product

• 19479-15-3 myoporone 
• 87038-21-9 (+)-(R)-myoporone 
• 498-60-2 furan-3-carboxaldehyde 
• 54345-12-9 3-(3-bromo-prop-1-ynyl)-furan 
• 116512-36-8 (R)-6-(tert-Butyl-dimethyl-silanyloxy)-6-furan-3-yl-3-methyl-hexanoic acid methyl ester 
• 20425-48-3 methyl (R)-(+)-citronellate 
• 139609-49-7 (4R,8RS)-1-(3'-Furyl)-8-hydroxy-4,8-dimethyl-6-nonen-1-one 
• 139609-47-5 (1RS,4S)-1-(3'-Furyl)-4,8-dimethyl-7-nonen-1-ol 
• 139609-48-6 (S)-1-(3'-Furyl)-4,8-dimethyl-7-nonen-1-one 
• 10340-84-8 (S)-citronellyl bromide 
• 116512-30-2 (+)-10,11-Didehydromyoporone 

Relevant academic research and scientific papers

Facile construction of an α-(1-Cyclopentenyl)ketone core by ruthenium-catalyzed hydrative cyclization of 1,6-allenyne: Total synthesis of (+)-myomontanone

Ruthenium-catalyzed hydrative cyclization of 1,6-allenyne in the presence of H2O was demonstrated. The reaction proceeded via nucleophilic attack of H2O to a ruthenacyclopentene intermediate, giving an a-(1-cyclopentenyl)ketone deriv

Total Synthesis of (+)-Myomontanone and (+)-10,11-Didehydromyomontanone

The sesquiterpenoid (+)-myomontanone (2), a toxic component of the Australien plant Myoporum montanum, has been synthesized through a short efficient sequence.An electrochemical oxyselenation-deselenation sequence allows oxidation of an intermediate olefin, in the presence of the furan ring, ultimatively providing the requisite enone of the natural product.This approach also allowed synthesis of (+)-10,11-didehydromyomontanone (13) and several other natural products of this family of furanosesquiterpenoids. Key words: Sesquiterpenoids; (+)-myomontanone; myoporone; myodesmone; Myoporum montanum.

STRUCTURE AND SYNTHESIS OF FURANOSESQUITERPENES FROM EUMORPHIA PROSTATA

A reinvestigation of Eumorphia prostata afforded two new furanosesquiterpenes.The structure of eumorphistonol has been determined by synthesis.Two further furans were prepared and the absolute configuration of the main compound was deduced by a chiral synthesis.

FURTHER SKELETAL VARIETY IN THE TOXIC FURANOSESQUITERPENE KETONES IN THE MYOPORUM GENUS

Two 'new' furanosesquiterpene ketones, (+)-myomontanonemethanone> and the corresponding endocyclic β,γ-enone constitute 70percent and 3percent of the essential oil of the leaves of Myoporum montanum, and are shown to be the kinetic aldol condensation products of (+)-myoporone, also present (22percent) in the oil.