Catalytic Enantioselective Hydrogen Atom Abstraction Enables the Asymmetric Oxidation of Meso Diols
Nelson · 2024
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Description
Lam and co-authors report a new way to turn symmetric diols into chiral building blocks by removing a single hydrogen atom. Their 2024 chemistry paper targets meso diols, molecules with two matching alcohol arms. Breaking that symmetry in an oxidation step is prized, but older methods need pre-activated alcohols to work.
Their catalyst, built from a cinchona alkaloid, is switched on by losing an electron. It then plucks one hydrogen atom with a chosen hand, leaving a radical that reacts with oxygen or a partner reagent and settles into a hydroxyketone. The method works on ring-shaped and open-chain diols alike. It can set as many as four stereocenters in a single run. The authors see wide promise for selective hydrogen removal in synthesis.
Catalog record
| CREATOR | Nelson |
|---|---|
| YEAR | 2024 |
| COLLECTION | PAPERS |
| FORMAT | TXT |
| FILE SIZE | 16 KB |
| VERSION | 1.0 |
| LICENSE | CC BY 4.0 |
| RIGHTS | CC BY |
| SOURCE | Europe PMC |