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Inter- and intramolecular palladium-catalyzed hydrocarbonation of methylenecyclopropanes with carbon pronucleophiles

โœ Scribed by Naofumi Tsukada; Akinori Shibuya; Itaru Nakamura; Haruo Kitahara; Yoshinori Yamamoto


Book ID
104209484
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
553 KB
Volume
55
Category
Article
ISSN
0040-4020

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โœฆ Synopsis


The inter-and intrarnolecular additions of pronucleophiles to methylenecyclopropanes proceeded smoothly in the presence of catalytic amounts of Pd(PPh3) 4, affording hydrocarbonation products in good to high yields. The ring opening of methylenecyclopropanes mainly occurred at the distal position to the exomethylene. In some cases, proximal bond cleavage also took place. The mode of ring opening depended upon both the structure of the pronucleophile and the substituent at the exomethylene carbon.


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