ChemInform Abstract: Novel Chiral Template for the Preparation of α‐Amino Acids: Practical Synthesis and Application

Okuro, Kazumi; Saka, Yasuhiro; Suzuki, Ikuhiro; Mitsuda, Masaru

doi:10.1002/chin.201001242

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Examples Of Cidt1

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2021

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“…A mechanistically related CIDT was published by Kaneka researchers, who developed a novel chiral glycine template 84 (Scheme 31). [83] The template precursor (2 R ,1' R )‐ 83 was prepared by a classic separation of diastereomers and a more efficient protocol was sought after. When a 1:1 diastereomeric mixture of imidazolidinone (2 RS ,1' R )‐ 83 was refluxed with a catalytic amount of trifluoroacetic acid in n ‐hexane/ethyl acetate, it epimerized, presumably via immonium intermediate 86 .…”

Section: Examples Of Cidtmentioning

confidence: 99%

State of the Art in Crystallization‐Induced Diastereomer Transformations

Kolarovič

Jakubec

2021

Adv Synth Catal

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Crystallization-induced diastereomer transformations (CIDT) enable isolation of the target compounds in high enantio-and diastereomeric purities and with up to quantitative yields simply by filtration. Numerous inspiring examples of this appealing synthetic strategy reported over the last fifteen years are reviewed. Important observations along with aspects to consider when designing CIDT experiments are discussed. 3.3. Formation of Schiff Base or Related Intermediates 3.4. Aza-Michael and Mannich-Type Reactions 3.5. Strecker Reaction 3.6. Aldol Reactions 3.7. Epimerization at Phosphorus-Based Stereocenters 3.8. Racemization/Epimerization through Change of Conformation 3.9. Miscellaneous Examples of CIDT 4.Conclusions and Perspectives

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Section: Examples Of Cidtmentioning

confidence: 99%