ORGN 481 |
| A novel rearrangement of cyclopropylboranes into boretanes has been demonstrated. It was found that the rearrangement aptitude of cyclopropylborane complexes dramatically depends on the electronic density at the boron atom, and can be completely suppressed by strong Lewis bases. Experimental evidences for the formation of boretane species were obtained using NMR spectroscopy. Activation parameters of the rearrangement and spectral properties of the key intermediates were assessed by DFT computations. It was shown that the reactive boretane intermediate can be further selectively transformed into useful synthons using various oxidation protocols.
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New Reactions and Methodology, Total Synthesis, Materials, Devices and Switches, Lipids, Nucleotides and Mimetics
8:00 PM-10:00 PM, Tuesday, March 27, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Sci-Mix
Division of Organic Chemistry |
