Michael Blumenstein et.al.: Enantioselective hydrogen transfer reactions
from chiral binaphthyl variants of tin hydrides to prochiral
radicals
- Author(s): Michael Blumenstein, Matthias Lemmler, Ahlke Hayen, Jürgen O. Metzger
- Title: Enantioselective hydrogen transfer reactions from chiral
binaphthyl variants of tin hydrides to prochiral radicals
- Date of Upload: 2003
- Article: Tetrahedron : Asymmetry 14 (2003) 3069–3077, Department of
Chemistry, University of Oldenburg, PO Box 2503, 26111 Oldenburg,
Germany
- Keywords: radical reactions, selectivity, stereoselectivity, enantioselectivity
- Abstract:
- Enantioselective, reagent-controlled radical reductions of prochiral alkyl
radicals, mediated by binaphthyl variants oftin hydrides can be carried out in
a highly selective fashion: a maximum selectivity of 68% e.e. was reached.
Temperature, solvent, Lewis acid and substituent effects are
selectivity-controlling elements. The reactions can be conducted catalytically
with 1 mol% of chiral information and excess NaCNBH3.
- URL: http://www.chemie.uni-oldenburg.de/oc/metzger/publikationen/pdf/99.pdf
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