Inter- and intramolecular palladium-catalyzed hydrocarbonation of methylenecyclopropanes with carbon pronucleophiles
โ 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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โฆ 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.
๐ SIMILAR VOLUMES
The reaction of methyleneaziridine 1 with carbon pronucleophiles (2, H-CR 3 ) proceeds smoothly in the presence of a palladium catalyst affording the corresponding hydrocarbonation products 5 in good to high yield.