meso-Phbox-Pd(II) catalyzed tandem carbonylative cyclization of 1-ethynyl-1-propargyl acetate.
Palladium(II) catalyzed carbonylation of 1-ethynyl-1-propargyl acetate is described; in the absence of the bisoxazoline (box) ligand, the second triple bond did not react, affording cyclic orthoesters and . The use of meso-Phbox-Pd(ii) strikingly changed the course of the reaction, yielding bicyclic lactone by tandem carbonylative cyclization as a result of insertion of the second triple bond.
Kato
Keisuke
K
Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba, 274-8510, Japan. kkk@phar.toho-u.ac.jp
Teraguchi
Ryuhei
R
Motodate
Satoshi
S
Uchida
Akira
A
Mochida
Tomoyuki
T
Peganova
Tat'yana A
TA
Vologdin
Nikolai V
NV
Akita
Hiroyuki
H
D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry
C543581:1-ethynyl-1-propargyl acetate; D009942:Organometallic Compounds; D010165:Palladium; D010293:Pargyline