.png){kind=icon}
.png){kind=icon}
Return
Stereoretentive transformation of biomass hexoses into optically pure glyceric acid at near-ambient temperature
.png){kind=icon}
PRE
AI
W
L
S
J
C
DOI：10.1002/aic.70492.png)
.png){kind=icon}
Original request for help.png){kind=icon}
Share.png){kind=icon}
Save
Abstract
En 中文
The synthesis of chiral C3 acids from hexoses remains a formidable challenge due to the formed racemic intermediates. We here present an innovative strategy employing Ag/ZrO₂ catalyst combined with base promoter, achieving L-sorbose transformation selectively toward L-glyceric acid at near-ambient temperature (40°C). The precise C3–C4 cleavage partitions C4–C6 backbone into a chiral intermediate (L-glyceraldehyde), while C1–C3 segment to achiral dihydroxyacetone. Ag/ZrO₂–base synergies steer the rapid oxidation of chiral intermediate to L-glyceric acid with perfect chirality retention at C5, and concurrently channels the achiral dihydroxyacetone toward deep degradation into shorter acids. This dual transformation not only suppresses the deleterious glyceraldehyde-dihydroxyacetone tautomerism but also avoids racemization. A remarkable L-glyceric acid yield (88.1%) with >99% ee is achieved, and the feedstock can be extended to D-sorbose and other hexoses. This work overcomes a long-standing enantioselectivity dilemma in the synthesis of chiral glyceric acid from broader hexoses.
Keywords:
biomass valorization
chiral glyceric acid
heterogeneous catalysis
hexose
reaction mechanism
Journal
IF:
4
Papers:
1.1W
Citations:
2.9W
Organization
Cited Papers