83768-63-2

Upstream product

• 127-41-3 alpha-ionone 

Downstream Products

• 1239489-15-6 {1-benzyl-5-[2-(2,6,6-trimethyl-cyclohex-2-enyl)-vinyl]-1H-pyrrol-3-yl}-acetic acid ethyl ester 
• 1334544-44-3 (E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one 
• 1274824-04-2 (E)-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]pyrano-[3',4':4,5]imidazo[1,2-a]pyridin-1-one 
• 1188414-09-6 (Z)-4-methyl-5-[(E)-3-(2,6,6-trimethylcyclohex-2-enyl)allylidene]furan-2(5H)-one 
• 1188414-07-4 (Z)-5-[(E)-3-(2,6,6-trimethylcyclohex-2-enyl)allylidene]furan-2(5H)-one 

Relevant academic research and scientific papers

Stereoselective synthesis of trienoic acids: Synthesis of retinoic acids and analogues

Stereoselective construction of conjugated trienoic acids was achieved through two successive Stille reactions, the first step consisting of the coupling of (E)-1,2-bis(tributylstannyl)ethene and tributylstannyl (Z)- or (E)-3-iodoalk-2-enoates. Two different routes were used for the second step: (1) cross-coupling of the stannyldienoic acid reagents and vinyl iodides, or (2) cross-coupling of vinylstannane reagents and the tributylstannyl 5-iodopenta-2,4-dienoates generated by iododestannylation of stannyldienes. Vinylstannanes synthesized by stannylmetalation of the Negishi dienyne derived from β- or α-ionone and safranal thus provided access to stereodefined retinoic acids. Some retinoid and yne analogues were also prepared by Sonogashira coupling. Georg Thieme Verlag Stuttgart.