Enantioselective intramolecular openings of oxetanes catalyzed by (salen)Co(III) complexes: access to enantioenriched tetrahydrofurans.
The catalytic enantioselective intramolecular ring-opening of oxetanes with alcohols is catalyzed by (salen)Co(III) complexes. Either a monomeric or oligomeric catalyst can be used successfully in this transformation, providing 3-substituted tetrahydrofurans in both high yield and enantioselectivity. This methodology extends the range of electrophiles that can be activated toward highly enantioselective addition reactions by (salen)metal catalysts to an important new class.
Loy
Rebecca N
RN
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Jacobsen
Eric N
EN
D002384:Catalysis; D002412:Cations / Q000737:chemistry; D003035:Cobalt / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D005029:Ethylenediamines / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D002412:Cations; D004988:Ethers, Cyclic; D005029:Ethylenediamines; D005663:Furans; D009942:Organometallic Compounds; D003035:Cobalt; C011452:disalicylaldehyde ethylenediamine; C005287:oxetane