Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/76586
Title: Molecular recognition in a palladium complex promoted asymmetric synthesis of a P-chiral heterodifunctionalized bidentate phosphine ligand
Authors: Song, Y.
Vittal, J.J. 
Chan, S.-H. 
Leung, P.-H. 
Issue Date: 15-Feb-1999
Source: Song, Y.,Vittal, J.J.,Chan, S.-H.,Leung, P.-H. (1999-02-15). Molecular recognition in a palladium complex promoted asymmetric synthesis of a P-chiral heterodifunctionalized bidentate phosphine ligand. Organometallics 18 (4) : 650-655. ScholarBank@NUS Repository.
Abstract: The organopalladium complex containing orthometalated (S)-(1-(dimethylamino)ethyl)-naphthalene as the chiral auxiliary has been used successfully to promote the asymmetric [4+2] Diels-Alder reaction between 3,4-dimethyl-1-phenylphosphole and 2-methylene-3-quinuclidinone. In this reaction, the organopalladium template exhibited remarkable stereochemical and electronic directing effects such that the quinuclidinone-nitrogen atom in the resulting phosphanorbornene cycloadduct is located stereospecifically in the exo position. Only one enantiomerically pure P-N bidentate ligand was obtained, although four diastereomeric products are possible. The absolute configuration and the coordination properties of the P-chiral cycloadduct have been established by single-crystal X-ray analyses.
Source Title: Organometallics
URI: http://scholarbank.nus.edu.sg/handle/10635/76586
ISSN: 02767333
Appears in Collections:Staff Publications

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