Phosphine-dependent stereoselective nucleophilic reaction to bicyclic bis-μ-dichloro-η3-allylpalladium complexes

Ryohei Ogawa, Takayuki Nakajima, Isao Shimizu

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Abstract

The effects on ligands in nucleophilic reaction of η3-allyl- palladium chloride dimers were studied. Reaction of steroid 1 with Na 2PdCl4 in concentrated HCl under CO gave the cis,trans-bis-μ-dichloro-η3-allylpalladium complex 2 after recrystallization. Reaction of 2 with malonate anion in the presence of PPh 3 afforded trans-3 in 65% yield. When Dppe was used, cis-3 was obtained as the major product. In nucleophilic reactions of bicyclic η3-allylpalladium chloride complex 4a or 4b with PPh3, cis-5 was the major product. However, the reaction with Dppe gave trans-5 predominantly. The stereo-chemistry in the nucleophilic reaction of η3-allylpalladium chloride dimer is dependent on the added phosphines.

Original languageEnglish
Pages (from-to)278-279
Number of pages2
JournalChemistry Letters
Volume37
Issue number3
DOIs
Publication statusPublished - 2008 Mar 5

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phosphine
Dimers
Chlorides
Phosphines
Stereochemistry
Carbon Monoxide
Anions
Steroids
Ligands

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  • Chemistry(all)

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Phosphine-dependent stereoselective nucleophilic reaction to bicyclic bis-μ-dichloro-η3-allylpalladium complexes. / Ogawa, Ryohei; Nakajima, Takayuki; Shimizu, Isao.

In: Chemistry Letters, Vol. 37, No. 3, 05.03.2008, p. 278-279.

Research output: Contribution to journalArticle

Ogawa, Ryohei ; Nakajima, Takayuki ; Shimizu, Isao. / Phosphine-dependent stereoselective nucleophilic reaction to bicyclic bis-μ-dichloro-η3-allylpalladium complexes. In: Chemistry Letters. 2008 ; Vol. 37, No. 3. pp. 278-279.
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