194095-64-2

Upstream product

• 194095-60-8 (5E)-6-chloro-1-phenylhex-5-en-3-yn-1-ol 

Downstream Products

• 226388-38-1 (1E,3E,5E,9E,11E,13E)-1-(p-isopropylphenyl)-14-phenyltetradeca-1,3,5,9,11,13-hexaen-7-yne 
• 226388-29-0 (3E,5E,7E)-8-phenyl-1-trimethylsilylocta-3,5,7-trien-1-yne 
• 172515-96-7 (3E,5E,7E,9E)-10-phenyl-deca-3,5,7,9-tetraen-2-ol 
• 194095-73-3 (1E,3E,5E,9E,11E)-1-phenylheptadeca-1,3,5,9,11-pentaen-7-yne 
• 226388-34-7 (5E,7E,9E)-10-Phenyl-deca-5,7,9-trien-3-yn-2-ol 
• 189290-44-6 (3E,5E,7E)-8-phenylocta-3,5,7-trien-1-yne 
• 3893-10-5 (1E,3E,5E)-1-(p-methoxyphenyl)-6-phenyl-1,3,5-hexatriene 
• 62695-68-5 (3E,5E,7E,9E)-10-phenyl-deca-3,5,7,9-tetraen-2-one 
• 194095-69-7 (1E,3E,5E)-1-chloro-6-phenylhexa-1,3,5-triene 

Relevant academic research and scientific papers

Stereoselective approaches to (E,E,E) and (Z,E,E)-α-chloro-ω- substituted hexatrienes: Synthesis of all E polyenes

Two stereocontrolled synthetic approaches to (E,E,E) and (Z,E,E)-α- chloro-ω-substituted hexatrienes 1-3 are described starting from unsaturated compounds 4-6. The key step of the first approach is based on the palladium- catalyzed rearrangement of bis-allylic acetates 4 and 5 and the second one is based on the stereoselective reduction of homopropargylic alcohols 6 followed by an elimination reaction. These stable chlorotrienes 1-3 are suitable synthetic intermediates for the construction of navenone B and all E polyenes (trienes, tetraenes, hexaenes and heptaenes).

Stereocontrolled synthesis of (E,E,E)-chlorotrienes: Efficient intermediates for the construction of all E conjugated polyenes

Stereoselective reduction of conjugated homopropargylic alcohols 1 followed by an elimination reaction, allows an efficient approach to stereodefined (E,E,E)-chlorotrienes. The interest of these chlorotrienes was illustrated by a stereocontrolled synthesis of navenone B and all E conjugated polyenes (trienes, tetraenes and hexaenes).