Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.jorganchem.2006.03.024
Title: Asymmetric synthesis of a P-chiral heteroditopic {A figure is presented} ligand via chiral metal template promoted cycloaddition between 3,4-dimethyl-1-phenylphosphole and its sulfonated analog
Authors: Pullarkat, S.A.
Tan, K.-W.
Ma, M.
Tan, G.-K.
Koh, L.L. 
Vittal, J.J. 
Leung, P.-H.
Keywords: Asymmetric cycloaddition
Chiral metal template
Chiral {A figure is presented} ligand
Heteroditopic ligand
Issue Date: 15-Jun-2006
Citation: Pullarkat, S.A., Tan, K.-W., Ma, M., Tan, G.-K., Koh, L.L., Vittal, J.J., Leung, P.-H. (2006-06-15). Asymmetric synthesis of a P-chiral heteroditopic {A figure is presented} ligand via chiral metal template promoted cycloaddition between 3,4-dimethyl-1-phenylphosphole and its sulfonated analog. Journal of Organometallic Chemistry 691 (13) : 3083-3088. ScholarBank@NUS Repository. https://doi.org/10.1016/j.jorganchem.2006.03.024
Abstract: The asymmetric [4+2] Diels-Alder reaction involving 3,4-dimethyl-1-phenylphosphole, DMPP, as the cyclic diene and its P-sulfonated analogue DMPP{double bond, long}S as the dienophile was carried out by utilizing the palladium(II) template complex containing ortho-metalated (R)-(1-(dimethylamino)ethyl)naphthalene as the chiral auxiliary. The reaction proceeded regiospecifically and stereoselectively to give corresponding phosphanorbornene {A figure is presented} ligand as the major product. Throughout the cycloaddition reaction, DMPP functions chemoselectively as the cyclic diene whilst DMPP{double bond, long}S assumes the role of dienophile. The absolute stereochemistry of the novel chiral heteroditopic {A figure is presented} ligand was established by means of single crystal X-ray diffraction analysis. © 2006 Elsevier B.V. All rights reserved.
Source Title: Journal of Organometallic Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/75629
ISSN: 0022328X
DOI: 10.1016/j.jorganchem.2006.03.024
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