Double asymmetric iodoamination; synthesis of C2 symmetric and meso-amino alcohols

DOI: 10.1039/cc9960000355

Source and publish data:

Chemical Communications p. 355 - 356 (1996)

Update date:2022-08-02

Topics: Regioselectivity Diastereoselectivity Green chemistry Solid-phase synthesis Microwave-assisted synthesis Yield NMR spectroscopy Enantioselectivity Enantiomeric excess (ee) Chromatography Recrystallization Stereoselective synthesis Mass spectrometry (MS) Nucleophilic substitution Atom economy one-pot synthesis Cross-coupling Electrochemistry Hydrogen bonding TLC (thin-layer chromatography) Protecting group Epimerization Resolution X-ray crystallography Leaving group Chelation Catalytic asymmetric synthesis Purification Metathesis Ligand Design Retrosynthetic analysis Workup Reductive Elimination Organocatalysis Biocatalysis Substrate Scope Collaboration Solvent Effects Structure-Activity Relationship (SAR) Catalyst Loading Reaction Monitoring Computational Chemistry Waste Disposal Ethical Considerations Chiral Auxiliary High-Throughput Screening (HTS) Temperature Control Chiral Pool Synthesis Dynamic Kinetic Resolution Protecting group strategy

Authors:

Kang, Sung Ho

Ryu, Do Hyun

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Article abstract of DOI:10.1039/cc9960000355

Alkenic diols 2 and 14 are iodocyclized providing dihydro-1,3-oxazine 3 and dihydrooxazole 15 in 90 and 93% de, respectively, which are precursors of various C₂ symmetric and meso-amino alcohols.

Full text of DOI:10.1039/cc9960000355

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