Deprotonation-electrophile trapping of terminal epoxides

Deprotonation-electrophile trapping of terminal epoxides

Organolithium-induced deprotonation of terminal epoxides in the presence of appropriate diamine ligands allows trapping with a range of electrophiles, yielding functionalised di- and tri-substituted epoxides in good yields and with control of stereochemistry at the epoxide.

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Veröffentlicht in:Organic & biomolecular chemistry 2005-05, Vol.3 (10), p.1893-1904
Hauptverfasser: Hodgson, David M, Kirton, Eirene H M, Miles, Steven M, Norsikian, Stéphanie L M, Reynolds, Nigel J, Coote, Steven J
Format: Artikel
Sprache:eng
Schlagworte:
Epoxy Compounds - chemistry
Magnetic Resonance Spectroscopy
Mass Spectrometry
Protons
Spectrophotometry, Infrared
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Zusammenfassung:Organolithium-induced deprotonation of terminal epoxides in the presence of appropriate diamine ligands allows trapping with a range of electrophiles, yielding functionalised di- and tri-substituted epoxides in good yields and with control of stereochemistry at the epoxide.
ISSN:1477-0520
1477-0539
DOI:10.1039/b502888d