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A Totally Radical Approach to the Control of Stereochemistry: Coupling of Prochiral Radicals with Chiral Nitroxyl Radicals
Author(s) -
Braslau Rebecca,
Burrill Leland C.,
Mahal Lara K.,
Wedeking Todd
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199702371
Subject(s) - radical , nitroxyl , chemistry , photochemistry , coupling (piping) , organic chemistry , materials science , metallurgy
Differentiation between the two enantiotopic faces of prochiral carbon radicals by optically active nitroxyl radicals is demonstrated in this novel approach to the control of stereochemistry. In the first experiments, the steroid nitroxyl radical shown in Equation (a) gave selectivities of up to 92:8.