Mechanistic insight into copper-catalysed allylic substitutions with bis(triorganosilyl) zincs. Enantiospecific preparation of α-chiral silanes

Chemical Communications

Volumn , Issue 34, 2006, Pages 3643-3645

  Schmidtmann, Eric S ^a   Oestreich, Martin ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYL COMPOUND; COPPER; SILANE DERIVATIVE; ZINC DERIVATIVE;

ARTICLE; CATALYSIS; CHIRALITY; DEGRADATION; ELIMINATION REACTION; ENANTIOSELECTIVITY; ILLUMINATION; ISOMERIZATION; OXIDATION; REACTION ANALYSIS; REDUCTION; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 33747589881     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b606589a     Document Type: Article

References (34)

1. L. Chabaud P. James Y. Landais Eur. J. Org. Chem. 2004 3173 3199
2. R. K. Dieter, in Modern Organocopper Chemistry, ed., N. Krause,, Wiley-VCH, Weinheim, 2002, pp. 79-144
3. I. Fleming T. W. Newton J. Chem. Soc., Perkin Trans. 1 1984 1805 1808
4. I. Fleming A. P. Thomas J. Chem. Soc., Chem. Commun. 1985 411 413
5. I. Fleming A. P. Thomas J. Chem. Soc., Chem. Commun. 1986 1456 1457
6. I. Fleming D. Higgins N. J. Lawrence A. P. Thomas J. Chem. Soc., Perkin Trans. 1 1992 3331 3349
7. I. Fleming N. K. Terrett J. Chem. Soc., Perkin Trans. 1 1998 2645 2649
8. I. Fleming D. Higgins J. Chem. Soc., Perkin Trans. 1 1998 2673 2678
9. B. Laycock W. Kitching G. Wickham Tetrahedron Lett. 1983 24 5785 5788
10. B. Laycock I. Maynard G. Wickham W. Kitching Aust. J. Chem. 1988 41 693 700
11. D. L. J. Clive C. Zhang Y. Zhou Y. Tao J. Organomet. Chem. 1995 489 C35 C37
12. B. H. Lipshutz J. A. Sclafani T. Takanami J. Am. Chem. Soc. 1998 120 4021 4022
13. M. Oestreich B. Weiner Synlett 2004 2139 2142
14. G. Auer M. Oestreich Chem. Commun. 2006 311 313
15. G. Auer B. Weiner M. Oestreich Synthesis 2006 2113 2116
16. M. Oestreich G. Auer Adv. Synth. Catal. 2005 347 637 640
17. T. Hayashi M. Konishi Y. Okamoto K. Kabeta M. Kumada J. Org. Chem. 1986 51 3772 3781
18. W. R. Roush P. T. Grover Tetrahedron 1992 48 1981 1998
19. J. S. Panek T. D. Clark J. Org. Chem. 1992 57 4323 4326
20. M. Suginome A. Matsumoto Y. Ito J. Am. Chem. Soc. 1996 118 3061 3062
21. J. H. Smitrovich K. A. Woerpel J. Org. Chem. 2000 65 1601 1614
22. S. Mori and E. Nakamura, in Modern Organocopper Chemistry, ed., N. Krause,, Wiley-VCH, Weinheim, 2002, pp. 315-346
23. G. C. Lloyd-Jones Synlett 2001 161 183
24. B. M. Trost D. L. Van Vranken Chem. Rev. 1996 96 395 422
25. B. J. Lüssem H.-J. Gais J. Am. Chem. Soc. 2003 125 6066 6067
26. P. A. Evans J. D. Nelson J. Am. Chem. Soc. 1998 120 5581 5582
27. B. M. Trost R. C. Bunt J. Am. Chem. Soc. 1996 118 235 236
28. T. Hayashi M. Kawatsura Y. Uozumi J. Am. Chem. Soc. 1998 120 1681 1687
29. G. C. Lloyd-Jones S. C. Stephen Chem.-Eur. J. 1998 4 2539 2549
30. A. J. Blacker M. L. Clarke M. S. Loft J. M. J. Williams Org. Lett. 1999 1 1969 1971
31. L. Acemoglu J. M. J. Williams Adv. Synth. Catal. 2001 343 75 77
32. M. Yamanaka S. Kato E. Nakamura J. Am. Chem. Soc. 2004 126 6287 6293
33. S. Maier U. Kazmaier Eur. J. Org. Chem. 2000 1241 1251
34. I. Fleming R. Henning D. C. Parker H. E. Plaut P. E. J. Sanderson J. Chem. Soc., Perkin Trans. 1 1995 317 337