The DOI matches its Crossref record; 9 of the 9 references it cites were found in a registry or an index.
Enantioselective Automultiplication of Chiral Molecules by Asymmetric Autocatalysis
Abstract
Asymmetric autocatalysis is a process of automultiplication of a chiral compound in which chiral product acts as a chiral catalyst for its own production. The discovery and the development of asymmetric autocatalysis of pyrimidyl-, quinolyl-, and pyridylalkanols are described in the enantioselective additions of diisopropylzinc to the corresponding nitrogen-containing aldehydes. (Alkynylpyrimidyl)alkanols automultiply with a yield of over 99% and over 99.5% ee. Asymmetric autocatalysts with extremely low ee's automultiply with significant amplification of ee's without the need for any other chiral auxiliaries. Small enantiomeric imbalances of chiral molecules induced by physical factors can be amplified by the present asymmetric autocatalysis.
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Citations
Cites
Asymmetric autocatalysis and amplification of enantiomeric excess of a chiral molecule
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Self-citationOn spontaneous asymmetric synthesis
Frank, F. C. (1953) · Biochimica et Biophysica Acta · doi:10.1016/0006-3002(53)90082-1 · Cited by 905
Chemical etiology of nucleic acid structure
Eschenmoser, A. (1999) · Science · doi:10.1126/science.284.5423.2118 · Cited by 611
Circular Polarization in Star- Formation Regions: Implications for Biomolecular Homochirality
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Soai, K., Ookawa, A., Kaba, T., & Ogawa, K. (1987) · Journal of the American Chemical Society · doi:10.1021/ja00257a034 · Cited by 330
Self-citationAsymmetric photolysis of (RS)-leucine with circularly polarized ultraviolet light
Flores, J. J., Bonner, W. A., & Massey, G. A. (1977) · Journal of the American Chemical Society · doi:10.1021/ja00453a018 · Cited by 265
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Self-citationShibata, T., Yamamoto, J., Matsumoto, N., Yonekubo, S., Osanai, S., & Soai, K. (1998) · Journal of the American Chemical Society · doi:10.1021/ja980815w · Cited by 204
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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
Asymmetric Catalysis at Chiral Metal Surfaces
Mallat, T., Orglmeister, E., & Baiker, A. (2007) · Chemical Reviews · doi:10.1021/cr0683663 · Cited by 592
Pérez-García, L., & Amabilino, D. B. (2007) · Chem. Soc. Rev. · doi:10.1039/b610714a · Cited by 441
Chiral Autocatalysis, Spontaneous Symmetry Breaking, and Stochastic Behavior
Kondepudi, D. K., & Asakura, K. (2001) · Accounts of Chemical Research · doi:10.1021/ar010089t · Cited by 363
Catalyzed Asymmetric Arylation Reactions
Bolm, C., Hildebrand, J. P., Muñiz, K., & Hermanns, N. (2001) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20010917)40:18<3284::aid-anie3284>3.0.co;2-u · Cited by 309
Metadata
- Authors
- Soai, K., Shibata, T., & Sato, I.
- Venue
- Accounts of Chemical Research
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-04-29
- Volume
- 33
- Issue
- 6
- Pages
- 382-390
- ISSN
- 0001-4842 (ISSN-L)
- 1520-4898
- OpenAlex
- W2071923505
- Cited by
- 335
- References
- 9
- FWCI
- 20.04
- Type
- journal article
- Language
- en
- Open access
- closed
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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).
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