Catalytic synthesis of oligoene and enyne derivatives through carbometalation of internal alkynes.
A number of new synthetic methods for pi-conjugated oligoene and enyne compounds are described. Thus, diene and higher oligoene derivatives are selectively constructed by palladium-catalyzed arylation reactions of internal alkynes in the presence of arylboronic acids or alkenes as terminators. In contrast, the synthesis of various enyne derivatives is achieved effectively by homo- or cross dimerization of alkynes under rhodium catalysis.
Satoh
Tetsuya
T
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. satoh@chem.eng.osaka-u.ac.jp
Tsurugi
Hayato
H
Miura
Masahiro
M
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry*; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011090:Polyenes / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D000480:Alkynes; D001897:Boronic Acids; D009942:Organometallic Compounds; D011090:Polyenes; D010165:Palladium; D012238:Rhodium