Publications by authors named "Christian Simon Gloor"

2 Publications

  • Page 1 of 1

Hydrosulfonylation Reaction with Arenesulfonyl Chlorides and Tetrahydrofuran: Conversion of Terminal Alkynes into Cyclopentylmethyl Sulfones.

Angew Chem Int Ed Engl 2017 10 25;56(43):13329-13332. Epub 2017 Sep 25.

Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012, Bern, Switzerland.

An efficient and simple radical chain reaction to convert terminal alkynes into arenesulfonylmethylcyclopentanes is described. The reaction involves a radical addition-translocation-cyclization process and necessitates solely the use of readily available arenesulfonyl chlorides in tetrahydrofuran. Interestingly, this radical-mediated C-H activation process took place with a high level of retention of configuration when an enantiomerically pure starting material was used.
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October 2017

Memory of chirality in reactions involving monoradicals.

Free Radic Res 2016 Nov 25;50(sup1):S102-S111. Epub 2016 Oct 25.

a Department of Chemistry and Biochemistry , University of Bern , Bern , Switzerland.

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 °C.
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November 2016