Fig. 2: Validation of the IM-MS-based strategy for the assay of asymmetric reactions. | Nature Communications

Fig. 2: Validation of the IM-MS-based strategy for the assay of asymmetric reactions.

From: Ultra-high-throughput mapping of the chemical space of asymmetric catalysis enables accelerated reaction discovery

Fig. 2: Validation of the IM-MS-based strategy for the assay of asymmetric reactions.

a General strategy for the asymmetric reaction screening enabled by IM-MS analysis. b Structure of the chiral resolving reagent D3. c Extracted ion mobilogram (EIM) of the enantiomers of 2a. d EIM of the derived diastereoisomers D3−2a from 2a. e Stack of the EIMs of derived diastereoisomers from Fmoc-propargyl-Gly-OH (2a) in different ratios of R- and S-configuration using D3 as chiral derivatization reagent. f Correlation of ee values determined by IM-MS with post-derivatization strategy versus those determined by chiral HPLC (n = 41). The Pearson correlation coefficient r = 0.9985. g Distribution of the relative errors of ee values determined by IM-MS (vs. HPLC). The median difference of ee is −0.62%. h Reactions of the direct asymmetric α-alkylation of aldehydes and Noyori asymmetric transfer hydrogenation. i, j Influence of alkynyl tag on the reaction enantioselectivity of (i) asymmetric alkylation of aldehydes and (j) Noyori asymmetric transfer hydrogenation. The ee values were determined by chiral HPLC, and the ee differences were labeled. Data are presented as mean values ± SD, n = 3 independent replicates.

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