DeHovitz JS,
Loh YY,
Kautzky JA,
Nagao K,
Meichan AJ,
Yamauchi M,
MacMillan DW. C,
*,
Hyster TK.
*
Princeton University, USA
Static to Inducibly Dynamic Stereocontrol: The Convergent Use of Racemic β-Substituted
Ketones.
Science 2020;
369: 1113-1118
DOI:
10.1126/science.abc9909
Key words
photoredox catalysis - aminocatalysis - ketoreductase - dynamic kinetic resolution
- alcohols - stereoconvergent synthesis
Significance
The Hyster and MacMillan groups used photoredox catalysis to induce dynamic stereocontrol
at normally static stereogenic centers and, in conjunction with a ketoreductase, yield
γ-substituted alcohols in nearly enantiopure form.
Comment
Given the range of chemical space that is open to photo-/organocatalytic processes,
paired with the unparalleled selectivity of enzymes, this novel platform will undoubtedly
open new pathways for stereoconvergent syntheses.