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- W2251341036 abstract "Abstract The organopalladium complex containing ortho-metalated (S)-[1-(dimethylamino)ethyl]naphthalene as the chiral auxiliary has been successfully employed to promote the asymmetric Diels–Alder reaction between 3,4-dimethyl-1-phenylphosphole and (Z)-diphenyl-1-styrylphosphine or (E)-diphenyl-1-styrylphosphine. In the intramolecular cycloaddition reaction between (E)-diphenyl-1-styrylphosphine and 3,4-dimethyl-1-phenylphosphole, a pair of diastereomeric endo-cycloadducts were obtained in the ratio of 1:1. However, the asymmetric reaction between (Z)-diphenyl-1-styrylphosphine and 3,4-dimethyl-1-phenylphosphole also produced the same endo-product in the same stereoselectivity unexpectedly. The chiral naphthylamine auxiliary could be removed chemoselectively from the template by treatment with concentrated hydrochloric acid to generate the neutral stable dichloro complex [(P–P)PdCl2]. Treatment of the dichloro complex with KCN gave the pure bis-phosphine ligand in quantitative yield." @default.
- W2251341036 created "2016-06-24" @default.
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- W2251341036 date "2016-03-01" @default.
- W2251341036 modified "2023-10-17" @default.
- W2251341036 title "Asymmetric Diels–Alder reaction between 3,4-dimethyl-1-phenylphosphole and (Z/E)-diphenyl-1-styrylphosphine" @default.
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- W2251341036 doi "https://doi.org/10.1016/j.jorganchem.2016.01.027" @default.
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