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Synfacts 2020; 16(11): 1341
DOI: 10.1055/s-0040-01706061
DOI: 10.1055/s-0040-01706061
Organo- and Biocatalysis
Chemoenzymatic Dynamic Kinetic Resolution at Normally Static Stereogenic Centers
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.
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.
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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.
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Publication History
Article published online:
20 October 2020
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