Palladium-catalyzed anti-hydrothiolation of 1-alkynylphosphines

Organic Letters

Volumn 9, Issue 7, 2007, Pages 1383-1385

  Kondoh, Azusa ^a   Yorimitsu, Hideki ^a   Oshima, Koichiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34147123642     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0702876     Document Type: Article

References (28)

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23. Experimental procedure: Palladium acetate (6 mg, 0.025 mmol) was placed in a 20 mL reaction flask under argon. A solution of la (0.15g, 0.50 mmol) in ethanol (3.0 mL) was added to the flask. Dodecanethiol (2a, 0.12 g, 0.60 mmol) was added, and the resulting solution was stirred for 1h at 25°C. The solvent was evaporated under reduced pressure, and the crude product obtained was chromatographed on silica gel to afford 3aa (0.22 g, 0.44 mmol, 87%).
24. The perfect Z stereoselectivity was observed at the initial stage of the reaction.
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27. No reactions took place in the absence of the catalyst in ethanol or in water.
28. See Supporting Information.