69361-38-2

Upstream product

• 4938-52-7 1-hepten-3-ol 
• 78-39-7 Triethyl orthoacetate 
• 693-03-8 n-butyl magnesium bromide 
• 1426946-85-1 ethyl (4E)-5-chloropent-4-enoate 
• 1426946-86-2 diethyl [(2E)-3-chloropropyl-2-en-1-yl]propanedioate 
• 110-62-3 pentanal 
• 693-02-7 hex-1-yne 
• 140-88-5 ethyl acrylate 

Downstream Products

• 59512-90-2 <(E)-4-Nonenyl>-triphenylphosphonium-bromid 
• 53963-09-0 (7Z,11E)-hexadeca-7,11-dien-1-ol 
• 16695-35-5 (E)-4-nonen-1-yl bromide 
• 2277-16-9 (E)-non-4-enal 
• 53042-79-8 1-acetoxyhexadeca-7Z,11E-diene 
• 16695-34-4 (E)-4-none-1-ol 

Relevant academic research and scientific papers

Access to Saturated Thiocyano-Containing Azaheterocycles via Selenide-Catalyzed Regio-A nd Stereoselective Thiocyanoaminocyclization of Alkenes

An efficient route for the synthesis of saturated thiocyano-containing azaheterocycles by selenide-catalyzed regio-A nd stereoselective thiocyanoaminocyclization of alkenes is disclosed. The desired products were obtained in moderate to high yields under mild conditions. The generality of this method was elucidated by its efficient application in thiocyano oxycyclization of alkenes.

Pyrrolidines and Piperidines by Ligand-Enabled Aza-Heck Cyclizations and Cascades of N-(Pentafluorobenzoyloxy)carbamates

Ligand-enabled aza-Heck cyclizations and cascades of N-(pentafluorobenzoyloxy)carbamates are described. These studies encompass the first examples of efficient non-biased 6-exo aza-Heck cyclizations. The methodology provides direct and flexible access to carbamate protected pyrrolidines and piperidines.

A new approach to the synthesis of ethyl (4E)-alkenoates

A new approach to the preparation of ethyl (4E)-alkenoates was developed on the basis of Fe-catalyzed cross-coupling of ethyl (4E)-5-chloropent-4-enoate with the Grignard reagents. The starting ethyl (4E)-5-chloropent-4-enoate was obtained by alkylation of malonic ester of (E)-1,3-dichloropropene followed by decarbethoxylation.

Synthesis of trans-disubstituted alkenes by cobalt-catalyzed reductive coupling of terminal alkynes with activated alkenes

A cobalt-catalyzed reductive coupling of terminal alkynes, RC≡CH, with activated alkenes, R'CH=CH2, in the presence of zinc and water to give functionalized trans-disubstituted alkenes, RCH=CHCH2CH 2R', is described. A variety of aromatic terminal alkynes underwent reductive coupling with activated alkenes including enones, acrylates, acrylonitrile, and vinyl sulfones in the presence of a CoCl2/P(OMe) 3/Zn catalyst system to afford 1,2-trans-disubstituted alkenes with high regio- and stereoselectivity. Similarly, aliphatic terminal alkynes also efficiently participated in the coupling reaction with acrylates, enones, and vinyl sulfone, in the presence of the CoCl2/P(OPh)3/Zn system providing a mixture of 1,2-trans- and 1,1-disubstituted functionalized terminal alkene products in high yields. The scope of the reaction was also extended by the coupling of 1,3-enynes and acetylene gas with alkenes. Furthermore, a phosphine-free cobalt-catalyzed reductive coupling of terminal alkynes with enones, affording 1,2-trans-disubstituted alkenes as the major products in a high regioisomeric ratio, is demonstrated. In the reactions, less expensive and air-stable cobalt complexes, a mild reducing agent (Zn) and a simple hydrogen source (water) were used. A possible reaction mechanism involving a cobaltacyclopentene as the key intermediate is proposed. Copyright

Insect pheromones and their analogs. LVIII. Synthesis of hexadeca-7Z,11E-dien-1-yl acetate - A component of the sex pheromones of Pectinophora gossypiella and Sitotroga cerealella

A new synthesis of hexadeca-7Z,11E-dien-1-yl acetate - a component of the sex pheromones of the pink bollworm (Pectinophora gossypiella) and the Angoumois grain moth (Sitotroga cerealella) - is proposed that is based on a thermal Claisen rearrangement. Scientific-Research Institute of Small-Tonnage Chemical Products and Reagents, Ufa, fax 8-(3472) 43 17 31.