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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 |
Appears in Collections: | Staff Publications |
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