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...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2008-01 (31), p.3687-3689
Main Authors: Kato, Keisuke, Teraguchi, Ryuhei, Motodate, Satoshi, Uchida, Akira, Mochida, Tomoyuki, Peganova, Tat'yana A, Vologdin, Nikolai V, Akita, Hiroyuki
Format: Article
Language:English
Subjects:
Catalysis
Crystallography, X-Ray
Cyclization
Molecular Conformation
Organometallic Compounds - chemistry
Palladium - chemistry
Pargyline - analogs & derivatives
Pargyline - chemistry
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Summary: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/b806207b