Carbene-catalyzed desymmetrization of 1,3-diols: access to optically enriched tertiary alkyl chlorides.
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.
Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore, 637371, Singapore. robinchi@ntu.edu.sg.
Bao-Sheng
BS
Li
Yuhuang
Y
Wang
Rupert S J
RS
Proctor
Zhichao
Z
Jin
Yonggui Robin
YR
Chi