A novel synthesis of unsymmetrical tertiary phosphines: selective nucleophilic substitution on phosphorus(III)
(Note: The full text of this document is currently only available in the PDF Version )
Sumita Singh and Kenneth M. Nicholas
Abstract
A new synthesis of unsymmetrical tertiary phosphines has been developed employing selective, sequential alkylation of chloroaminophosphines by Grignard and organolithium reagents.
References
W. Keim,
A. Behr and
M. Roper,
Comprehensive Organometallic Chemistry,
ed. G. Wilkinson and J. Abels,
Elsevier,
London,
1982, vol. 8,
pp. 372–462 Search PubMed; J. P. Collman,
L. S. Hegedus,
J. R. Norton and
R. G. Finke,
Principles and pplications of Organo-transition Metal Chemistry, 2nd edn.,
University Science Books,
Mill Valey, CA.,
1987,
pp. 621–632 Search PubMed; K. E. Koenig,
Asymmetric Synthesis,
ed. J. D. Morrison,
Academic Press,
New York,
1985, vol. 5,
pp. 71–101 Search PubMed; R. Noyori,
Asymmetric Catalysis in Organic Synthesis,
Wiley,
New York,
1994,
pp. 95–121 Search PubMed; S. A. Godleski,
Comprehensive Organic Synthesis,
ed. B. M. Trost,
Pergamon,
Oxford,
1991, vol. 4,
p. 585 Search PubMed; B. M. Trost, Acc. Chem. Res., 1980, 13, 385 Search PubMed.
S. R. Gilbertson and X. Wang, Tetrahedron Lett., 1996, 37, 6475 CrossRefCAS.
J. Ellman and G. Liu, J. Org. Chem., 1995, 60, 7712 CrossRefCAS.
A. Hoveyda and M. L. Snapper, Angew. Chem., Int. Ed. Engl., 1996, 35, 1668 CrossRefCAS; M. B. Francis, N. S. Finney and E. A. Jacobsen, J. Am. Chem. Soc., 1996, 118, 8983 CrossRefCAS; K. Burgess, H.-J. Lim, A. M. Porte and G. A. Sulikoski, Angew. Chem., Int. Ed. Engl., 1996, 35, 220 CrossRefCAS.
D. G. Gilheany and
C. M. Mitchel,
The Chemistry of Organophosphorus Compounds,
ed. F. R. Hartley,
Wiley,
1990, vol. 1,
151–191 and the
references cited therein Search PubMed.
M. Pankowski, W. Chodkiewicz and M.-P. Simonnin, Inorg. Chem., 1985, 24, 533 CrossRefCAS; C. Jore, D. Guillerm and W. Chodkiewicz, J. Organomet. Chem., 1978, 149, C7 CrossRef; W. Chodkiewicz, D. Guillerm, D. Jore, E. Mathieu and W. Wodzki, J. Organomet. Chem., 1984, 269, 107 CrossRefCAS.
G. Wittig, H. Braun and H.-J. Cristau, Liebigs. Ann. Chem., 1971, 751, 17 Search PubMed.
W. E. McEwen, K. F. Kumli, M. Zanger and C. A. VanderWerf, J. Am. Chem. Soc., 1964, 86, 2378 CrossRefCAS; M. Sander, Chem. Ber., 1960, 93, 1220 CAS; L. Horner, F. Schedlbauer and P. Beck, Tetrahedron Lett., 1964, 1421 CrossRef; A. M. Aguiar, J. R. S. Irelan, C. J. Morrow, J. P. John and G. W. Prejean, J. Org. Chem., 1969, 34, 2684 CrossRefCAS.
H.-J. Cristau, A. Chene and H. Christol, Synthesis, 1980, 551 CrossRefCAS.
L. Horner and G. Simons, Phosphorus Sulfur Relat. Elem., 1984, 19, 65 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.