The DOI matches its Crossref record.
Direct Catalytic Asymmetric Aldol Additions of Methyl Ynones. Spontaneous Reversal in the Sense of Enantioinduction
Abstract
In this Communication, we report the direct, catalytic, asymmetric aldol addition of methyl ynones using our dinuclear zinc catalyst. A spontaneous reversal in the sense of enantioinduction was observed for these reactions; formation of the (S)-enantiomer is favored in the early stages (69% ee after 5 min), whereas the (R)-enantiomer is isolated as the major product after prolonged reaction times (97% ee after 22 h). It could be shown that this reversal in enantioselectivity is due to formation of a new catalytic species which incorporates the aldol product.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cited by
Nonlinear Effects in Asymmetric Catalysis
Satyanarayana, T., Abraham, S., & Kagan, H. B. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200705241 · Cited by 591
Chiral Tertiary Diamines in Asymmetric Synthesis
Kizirian, J.-C. (2008) · Chemical Reviews · doi:10.1021/cr040107v · Cited by 393
Bimetallic Anilido-Aldimine Zinc Complexes for Epoxide/CO2 Copolymerization
Lee, B. Y., Kwon, H. Y., Lee, S. Y., Na, S. J., Han, S.-I., Yun, H., Lee, H., & Park, Y.-W. (2005) · Journal of the American Chemical Society · doi:10.1021/ja0435135 · Cited by 295
In Situ Versus Isolated Zinc Catalysts in the Selective Synthesis of Homo and Multi-block Polyesters
Gruszka, W., Walker, L. C., Shaver, M. P., & Garden, J. A. (2020) · Macromolecules · doi:10.1021/acs.macromol.0c00277 · Cited by 49
Dynamic Nonlinear Effects in Asymmetric Catalysis
Bryliakov, K. P. (2019) · ACS Catalysis · doi:10.1021/acscatal.9b00697 · Cited by 32
Metadata
- Authors
- Trost, B. M., Fettes, A., & Shireman, B. T.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-02-11
- Volume
- 126
- Issue
- 9
- Pages
- 2660-2661
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2090229189
- Cited by
- 188
- References
- 0
- FWCI
- 7.41
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
How to cite
Cite CoChat for the checks on this page, and the paper for its own findings.
- This page
- CoChat. (2026). Citation check: Direct Catalytic Asymmetric Aldol Additions of Methyl Ynones. Spontaneous Reversal in the Sense of Enantioinduction. https://app.cochat.ai/papers/10.1021/ja038666r
- The paper
- Trost, B. M., Fettes, A., & Shireman, B. T. (2004). Direct Catalytic Asymmetric Aldol Additions of Methyl Ynones. Spontaneous Reversal in the Sense of Enantioinduction. Journal of the American Chemical Society. https://doi.org/10.1021/ja038666r
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
