38738-45-3

Upstream product

• 4434-77-9 2-bromo-6-methylhept-5-ene 
• 87680-38-4 (1R,4R)-1-methyl-4-[(S)-6-methylhept-5-en-2-yl]cyclohex-2-enol 
• 87680-39-5 (3S,6R,7S)-1,10-bisaboladien-3-ol 
• 343239-55-4 4-[(1S)-1,5-dimethylhex-4-enyl]cyclohex-2-en-1-one 
• 1242417-59-9 C₂₃H₂₉N₃O₂ 
• 1242417-58-8 C₂₃H₂₉N₃O₂ 
• 75-16-1 methylmagnesium bromide 
• 372-97-4 farnesyl pyrophosphate 
• 1723-80-4 4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one 
• 56422-95-8 ethyl-2-carbethoxy-3,7-dimethyl-oct-6-enoate 
• 94435-68-4 Diethyl-6,10-dimethyl-2-oxo-undec-9-en-5,5-dicarboxylat 
• 93158-30-6 6.10-Dimethyl-2-oxo-undec-9-en-5-carbonsaeure-aethylester 
• 92371-37-4 6.10-Dimethyl-2-oxo-undec-9-en-5-carbonsaeure 
• 1723-81-5 1-methyl-4-(6-methylhept-5-en-2-yl)cyclohex-2-en-1-ol 

Downstream Products

• 1461-02-5 Dihydro-ar-curcumen 
• 3649-81-8 (S)-curcumene 
• 1242140-82-4 C₃₁H₃₈O₄ 
• 1242140-81-3 C₃₁H₃₈O₄ 
• 1242140-77-7 C₃₁H₃₈O₄ 
• 1198212-60-0 (+)-biyouyanagin A 
• 244179-42-8 (6S)-2-methyl-6-(4-methyl-cyclohexyl)-heptane 

Relevant academic research and scientific papers

Rapid and simple isolation of zingiberene from ginger essential oil

A sesquiterpene-enriched fraction of ginger oil was treated with the dienophile 4-phenyl-1,2,4-triazoline-3,5-dione (2), which selectively formed a Diels-Alder adduct with the sesquiterpene hydrocarbon zingiberene (1). The adduct was purified by flash chr

Isotope sensitive branching and kinetic isotope effects to analyse multiproduct terpenoid synthases from Zea mays

Multiproduct terpene synthases TPS4-B73 and TPS5-Delprim from Zea mays exhibit isotopically sensitive branching in the formation of mono- and sesquiterpene volatiles. The impact of the kinetic isotope effects and the stabilization of the reactive intermediates by hyperconjugation along with the shift of products from alkenes to alcohols are discussed.

Discovery of the aggregation pheromone of the brown marmorated stink bug (Halyomorpha halys) through the creation of stereoisomeric libraries of 1-bisabolen-3-ols

We describe a novel and straightforward route to all stereoisomers of 1,10-bisaboladien-3-ol and 10,11-epoxy-1-bisabolen-3-ol via the rhodium-catalyzed asymmetric addition of trimethylaluminum to diastereomeric mixtures of cyclohex-2-enones 1 and 2. The detailed stereoisomeric structures of many natural sesquiterpenes with the bisabolane skeleton were previously unknown because of the absence of stereoselective syntheses of individual stereoisomers. Several of the bisabolenols are pheromones of economically important pentatomid bug species. Single-crystal X-ray crystallography of underivatized triol 13 provided unequivocal proof of the relative and absolute configurations. Two of the epoxides, (3S,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol (3) and (3R,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol (4), were identified as the main components of a male-produced aggregation pheromone of the brown marmorated stink bug, Halyomorpha halys, using GC analyses on enantioselective columns. Both compounds attracted female, male, and nymphal H. halys in field trials. Moreover, mixtures of stereoisomers containing epoxides 3 and 4 were also attractive to H. halys, signifying that the presence of additional stereoisomers did not hinder attraction of H. halys and relatively inexpensive mixtures can be used in monitoring, as well as control strategies. H. halys is a polyphagous invasive species in the U.S. and Europe that causes severe injury to fruit, vegetables, and field crops and is also a serious nuisance pest.

COMPOSITIONS AND METHODS TO ATTRACT THE BROWN MARMORATED STINK BUG (BMSB), HALYOMORPHA HALYS

A composition (useful for attracting Halyomorpha halys) containing (3R,6R,7R,10S)-10,11-epoxy-1-bisabolen-3-ol, (3R,6R,7R,10R)-10,11-epoxy-1-bisabolen-3-ol, (3S,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol, (3S,6S,7R,10R)-10,11-epoxy-1-bisabolen-3-ol, and optionally a carrier material or carrier. The composition may also contain (3R,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol, (3R,6S,7R,10R)-10,11-epoxy-1-bisabolen-3-ol, (3S,6R,7R,10S)-10,11-epoxy-1-bisabolen-3-ol, (3S,6R,7R,10R)-10,11-epoxy-1-bisabolen-3-ol where the composition contains a 3:1 ratio of cis-epoxybisabolenols : trans-epoxybisabolenols produced from (R)-citronellal. These compositions were based on the newly discovered aggregation pheromone components: (3S,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol and (3R,6S,7R,10S)-10,11-epoxy-1-bisabolen-3-ol. The composition may also contain methyl (2E,4E,6Z)-decatrieonate. Also a method for attracting Halyomorpha halys to an object or area, involving treating said object or area with a Halyomorpha halys attracting composition containing a Halyomorpha halys attracting effective amount of the composition.

PLANT VOLATILES BASED ON R-CURCUMENE

The invention provides a method for controlling whiteflies which comprises the steps of: providing a composition comprising or consisting of R-curcumene and optionally further beta-myrcene, para-cymene, gamma-terpinene, alpha-terpinene, alpha-phellandrene zingiberene and/or 7-epi-zingiberene; and adding said composition one or more times to a plurality of crop plants. The method can be combined with the use of attractant compositions comprising beta-phellandrene, limonene and/or 2-carene, and optionally adding said composition one or more times to one or more trap plants and/or trap materials.

Total synthesis and structural revision of biyouyanagin B

Figure Presented An intriguing chase of the newly reported biyouyanagin B leads to its total synthesis and structural revision from 1' to 1.