Platinum-catalyzed diboration using a commercially available catalyst: Diboration of aldimines to α-aminoboronate esters

Organic Letters

Volumn 2, Issue 14, 2000, Pages 2105-2108

  Mann, Grace ^a   John, Kevin D ^a   Baker, R Tom ^a  

^a LOS ALAMOS NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000007302     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006008v     Document Type: Article

References (32)

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26. 1H NMR spectroscopy.
27. Like other reported Pt catalysts, complex 1 does not mediate the diboration of acyclic internal alkenes. The only reported diboration of internal alkenes uses a Rh catalyst. See: ref 17.
28. 2. The reaction was stirred for 3 h, after which time the vial was placed in a -5 °C freezer. The benzene solvent was removed by sublimation under vacuum to yield a dark brown powder. The solid was then dissolved in 2.0 mL of ether, and the solution was placed in a -35 °C freezer overnight, after which time the product precipitated as a white solid.
29. 2 = 1.038. CCDC deposition number 144949.
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32. Hydroboration products are proposed to arise from "backwards" insertion of the aldimine into the M-B bond, followed by β-H elimination of the aldimine C-H. Details will follow in the full paper.