Journal
FREE RADICAL RESEARCH
Volume 50, Issue -, Pages S102-S111Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10715762.2016.1232485
Keywords
Free radicals; asymmetric synthesis; conformation; chirality; atropisomers; racemization; stereochemistry
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Funding
- Agence Nationale de la Recherche [ANR Blanc 13 BS07-0010-01]
- European Cooperation in Science and Technology [COST Action] [CM1201]
- Schweizerischer Nationalfonds zur Forderung der Wissenschaftlichen Forschung [200020_152782]
- Staatssekretariat fur Bildung, Forschung und Innovation [SBFI] [C14.0096]
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The effects of memory of chirality (MoC) in reactions involving monoradical species are reviewed here. Reactions involving a nonracemic chiral starting material bearing a single stereogenic element such as a chiral center or chiral axis directly involved in the new bond formation are discussed. These reactions lead to a nonracemic product via an intermediate susceptible to rapid racemization. Memory of chirality has been observed in cyclic radicals, aryl, ester/amide substituted acyclic radicals, and benzylic radicals at temperatures up to 130 degrees C.
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