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Palladium(II)-Catalyzed Tandem Cyclic Carbopalladation-Vinylation of Enyne Compounds

โœ Scribed by Hironari Yamada; Sakae Aoyagi; Chihiro Kibayashi*


Book ID
104256891
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
545 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Upon treatment with catalytic Pd2(dba)3*CHC13 in the presence of AcOH, the enyne compounds were subjected to hydropalladation followed by cyclic carbopalladation to form the homoallylpalladium complexes, which subsequently underwent in situ Stille type cross coupling with various vinyltin reagents to give the cyclized products bearing allyl appendages. @1997 ElsevierScienceLtd.

We have recently reportedl the total synthesis of streptazolin (1) and dihydrostreptazolin (2) utilizing


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Under divalent palladium catalysis, a highly regio-and stereoselective coupling reaction of alkynes with allyl halides initiated by cyclocarbopalladation of alkynes proceeded smoothly in the presence of excess halide ions. The reaction involves intramolecular carbopalladation, allylic compound inser