Asymmetric Synthesis of P-Chiral Diphosphines. Steric Effects on the Palladium-Complex-Promoted Asymmetric Diels-Alder Reaction between a Dimethylphenylphosphole and (E/Z)-Methyl-Substituted Diphenylvinylphosphines

Inorganic Chemistry

Volumn 36, Issue 10, 1997, Pages 2138-2146

  Aw, Beng Hwee ^a   Andy Hor, T S ^a   Selvaratnam, S ^a   Mok, K F ^a   White, Andrew J P ^b   Williams, David J ^b   Rees, Nicholas H ^c   McFarlane, William ^c   Leung, Pak Hing ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^b IMPERIAL COLLEGE LONDON   (United Kingdom)

^c NEWCASTLE UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0642306788     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic961479s     Document Type: Article

References (42)

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2. For selected references, see: Oppolzer, W. Angew. Chem., Int. Ed. Engl. 1983, 24, 876. Petrzilka, M.; Grayson, J. I. Synthesis 1981, 753. Hashimoto, S. I.; Komeshima, N.; Koga, K. J. Chem. Soc., Chem. Commun. 1979, 437. Bednarski, M.; Danishefsky, S. J. Am. Chem. Soc. 1983, 105, 3716. Bednarski, M.; Maring, C.; Danishefsky, S. Tetrahedron Lett. 1983, 24, 3451. Corey, E. J.; Ensley, H. E. J. Am. Chem. Soc. 1975, 97, 6908. Kelly, T. R.; Whiting, A.; Chandrakumar, N. S. J. Am. Chem. Soc. 1986, 108, 3501. Bosnich, B. Asymmetric Catalysis; Martinus Nijhoff: Boston, MA, 1986; Chapter 3.
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19. For clarity, simplified descriptors have been used in the text for stereoisomers. Full stereochemical descriptors, consistent with those employed by the Chemical Abstracts Service, are given in the Experimental Section.
20. p)-1a. In this preliminary report, we used acetonitrile as the solvent in the chloro displacement procedure. We have subsequently observed that the Diets - Alder reaction can be completed much faster if coordinating solvents are not involved.
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