ASYMMETRIC CATALYSIS .91. ENANTIOSELECTIVE MONOPHENYLATION OF CIS-1,2-CYCLOPENTANEDIOL WITH TRIPHENYLBISMUTH DIACETATE AND CHIRAL COPPER(II) COMPLEXES AS CATALYSTS

BRUNNER, H and CHUARD, T (1994) ASYMMETRIC CATALYSIS .91. ENANTIOSELECTIVE MONOPHENYLATION OF CIS-1,2-CYCLOPENTANEDIOL WITH TRIPHENYLBISMUTH DIACETATE AND CHIRAL COPPER(II) COMPLEXES AS CATALYSTS. MONATSHEFTE FUR CHEMIE, 125 (12). pp. 1293-1300. ISSN 0026-9247,

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Abstract

The monophenylation of cis-1,2-cyclopentanediol with triphenylbismuth diacetate in the presence of chiral Cu(II) complexes as catalysts gave cis-2-hydroxy-1-phenoxy-cyclopentane with enantiomeric excesses up to 38%. The optically active ligands used were triamine derivatives of 2,6-bis(aminomethyl)pyridine and diamine derivatives of 2-(aminomethyl)pyridine. Selectivity in the monophenylation occurred only in the presence of the latter as auxiliary ligands.

Item Type: Article
Uncontrolled Keywords: PENTAVALENT ORGANOBISMUTH REAGENTS; METAL-COMPLEXES; N-PHENYLATION; HYDROSILYLATION; KETONES; STEREOSELECTIVITY; ARYLATION; CHEMISTRY; PHENOLS; LIGANDS; ENANTIOSELECTIVE CATALYSIS; CHIRAL CU(II) COMPLEXES; MONOPHENYLATION; TRIPHENYLBISMUTH DIACETATE; CIS-1,2-CYCLOPENTANEDIOL
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:39
URI: https://pred.uni-regensburg.de/id/eprint/52953

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