Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/27533
Title: Rhodium-catalyzed asymmetric aqueous Pauson-Khand-type reaction
Authors: Kwong, FY 
Li, YM
Lam, WH
Qiu, L
Lee, HW
Yeung, CH
Chan, KS
Chan, ASC
Keywords: Asymmetric catalysis
Cyclization
Pauson-Khaiod reactions
Phosphane ligands
Rhodium
Issue Date: 2005
Publisher: Wiley-VCH
Source: Chemistry - a European journal, 2005, v. 11, no. 13, p. 3872-3880 How to cite?
Journal: Chemistry - a European journal 
Abstract: An interesting rhodium-catalyzed asymmetric aqueous Pauson-Khand-type reaction was developed. A chiral atropisomeric dipyridyldiphosphane ligand was found to be highly effective in this system. This operationally simple protocol allows both catalyst and reactants to be handled under air without precautions. Various enynes were transformed to the corresponding bicyclic cyclopentenones in good yield and enantiomeric excess (up to 95 % ee). A study of the electronic effects of the enyne substrates revealed a correlation between the electronic properties of the substrates and the ee value obtained in the product of the Pauson-Khand-type reaction. A linear free-energy relationship was observed from a Hammett study.
URI: http://hdl.handle.net/10397/27533
ISSN: 0947-6539
EISSN: 1521-3765
DOI: 10.1002/chem.200401237
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