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Pyridyl and Furyl Epoxides of More Than 99% Enantiomeric Purities: The Use of a Phosphazene Base (2000)

Solladié-Cavallo, Arlette ; Roje, Marin ; Isarno, Thomas ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 1077-1080

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ISSN: 1434-193X

Keywords: Asymmetric synthesis ; Phosphazene base ; Pyridyl epoxide ; Furyl epoxide ; Pyridyl alcohol ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: ---trans-1-(2-Pyridyl)-, trans-1-(3-pyridyl)-, trans-1(2-furyl)-, and trans-1(3-furyl)-2-phenyl epoxides with enantiomeric purities ranging from 96.8 to 99.8% [in favor of the (+, EtOH)-isomer] are obtained in two steps from pure (R,R,R)-oxathiane which is recovered (85-90%) and reused. The chiral bidentate ligand 2-phenyl-(S)-1-(2-pyridyl)ethanol with 99.6% ee was obtained in three steps and 67% overall isolated yield.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

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