Formation of enantioenriched alkanol with stochastic distribution of enantiomers in the absolute asymmetric synthesis under heterogeneous solid–vapor phase conditions
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Absolute asymmetric synthesis under heterogeneous solid–vapor phase conditions in conjunction with asymmetric autocatalysis was achieved.
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The outcome of the Soai reaction in absence of detectable chiral species is stochastic.
“In addition, the apparent outcome of the Soai reaction performed in the absence of detectable chiral species is stochastic as expected for a truly SMSB process”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [331]
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“In this context there has been a most interesting series of experiments by Blackmond and coworkers 366 – 372 in relation to the famous autocatalytic Soai mechanism 373 – 378 (see also ref.”
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“Very recently, absolute asymmetric synthesis under heterogeneous solid-vapor phase conditions has been reported by us (Scheme 10) [118].”
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“Randomly oriented powder crystals of pyrimidine-5-carbaldehydes 2c in a vial were exposed to vapor phase i-Pr2Zn and toluene (Scheme 11) (Kaimori et al. 2019).”
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Synthesis of optically active target molecules
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- Authors
- Kaimori, Y., Hiyoshi, Y., Kawasaki, T., Matsumoto, A., & Soai, K.
- Affiliations
- Tokyo University of Science (JP)
- Corresponding author
- Soai, Kenso
- Venue
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2019
- Volume
- 55
- Issue
- 36
- Pages
- 5223-5226
- ISSN
- 1359-7345 (ISSN-L)
- 1364-548X
- OpenAlex
- W2926343243
- Cited by
- 28
- References
- 68
- Citations by year
- 2025: 2 · 2023: 1 · 2022: 13 · 2021: 6 · 2020: 4 · 2019: 2
- FWCI
- 3.34
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Locations
- Chemical Communications (publishedVersion, cc-by)
- PubMed (publishedVersion)
- Funders
- Ministry of Education, Culture, Sports, Science and Technology (S1201005)
- Japan Society for the Promotion of Science (15H03781, 15J03968, 23685012, 26810026)
- Topics
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
- Physical Sciences › Chemistry › Organic Chemistry › Chemistry and Stereochemistry Studies
- Keywords
- absolute asymmetric synthesis, origin of homochirality, kinetic control, asymmetric autocatalysis, chirality amplification, pyrimidine-5-carbaldehyde, diisopropylzinc, enantiomer distribution, chiral alcohols
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