Carbene-catalyzed desymmetrization of 1,3-diols: access to optically enriched tertiary alkyl chlorides
Proctor, Rupert S. J.
Chi, Yonggui Robin
Date of Issue2016
School of Physical and Mathematical Sciences
The introduction of a chlorine atom to a carbon center in an enantioselective manner via conventional C–Cl bond formation is difficult. Here we report a new approach to this class of tertiary alkyl chlorides with high optical purities. Instead of forming a new C–Cl bond, our approach involves carbene-catalyzed desymmetrization of 2-chloro-1,3-diols as the key step to set up the chiral carbon center with excellent enantiomeric excess.
Tertiary alkyl chlorides
© 2016 The Royal Society of Chemistry. This is the author created version of a work that has been peer reviewed and accepted for publication by Chemical Communications, The Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1039/C6CC03345H].