A highly regioselective hydrophosphination of terminal alkynes with tetraphenyldiphosphine in the presence of palladium catalyst

Tetrahedron Letters

Volumn 48, Issue 38, 2007, Pages 6637-6640

  Nagata, Shoko ^a   Kawaguchi, Shin ichi ^a   Matsumoto, Michiko ^b   Kamiya, Ikuyo ^b   Nomoto, Akihiro ^a   Sonoda, Motohiro ^a   Ogawa, Akiya ^a  

^a Osaka Prefecture University   (Japan)

^b NARA WOMEN'S UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; ALKYNE DERIVATIVE; OXIDE; PALLADIUM; PHOSPHINE DERIVATIVE; TETRAPHENYLDIPHOSPHINE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYST; CHEMICAL MODIFICATION; HYDROPHOSPHINATION; OXIDATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 34548022644     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.07.121     Document Type: Article

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65. 6).
66. Although the precise pathway should wait for further detailed mechanistic experiments, a possible pathway from (A) to (B) may involve σ bond metathesis between vinylic C-Pd bond and acetylenic H-C bond of alkyne.
67. 6). The isolation of alkynylphosphine (D) was difficult due to its similar polarity as those of other by-products.
68. 6 did not afford any deuterized vinylphosphine, strongly suggests that the vinylic hydrogen of vinylphosphine was not derived from the solvent.