Highlight

Full Access

Die nucleophile aromatische Substitution – ein Schlüsselschritt auf dem Weg zur Totalsynthese von Vancomycin?^†

Corresponding Author

Prof. Kevin Burgess

[email protected]

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39Search for more papers by this author

Dongyeol Lim,

Dongyeol Lim

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Search for more papers by this author

Carlos I. Martinez,

Carlos I. Martinez

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Search for more papers by this author

Prof. Kevin Burgess,

Corresponding Author

Prof. Kevin Burgess

[email protected]

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39Search for more papers by this author

Dongyeol Lim,

Dongyeol Lim

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Search for more papers by this author

Carlos I. Martinez,

Carlos I. Martinez

Department of Chemistry, Texas A & M University College Station, TX 77843–3255 (USA) Telefax: Int. +4 09/8 45–88 39

Search for more papers by this author

First published: 20. Mai 1996

https://doi.org/10.1002/ange.19961081007

Citations: 11

^†

K. B. dankt den National Institutes of Health (NIH) für ein Research Career Development Award und der Alfred P. Sloan Foundation für ein Stipendium. C. M. dankt den NIH für ein Doktoranden-Stipendium. – Abkürzungen: TFA = Trifluoressigsäure, TFAA = Trifluoressigsäureanhydrid, BOC = tert-Butyloxycarbonyl.

About

PDF

Tools

Share a link

Email
Wechat
Bluesky

Abstract

Eines der größten Hindernisse auf dem Weg zur Totalsynthese von Vancomycin 1 (R = Zuckerrest) konnten Zhu et al. in den letzten Jahren überwinden. Durch nucleophile Substitution an Arenen gelang die Synthese von Biphenylethern: Diese Reaktion kann auch für einen Ringschluß genutzt werden.

References

1 A. V. R. Rao, M. K. Gurjar, K. L. Reddy, A. S. Rao, Chem. Rev. 1995, 95, 2135–2167.
10.1021/cr00038a014
CAS Web of Science® Google Scholar
2 D. A. Evans, C. J. Dinsmore, D. A. Evrard, K. M. DeVries, J. Am. Chem. Soc. 1993, 115, 6426–6427.
10.1021/ja00067a074
CAS Web of Science® Google Scholar
3 D. A. Evans, J. A. Ellman, K. M. DeVries, J. Am. Chem. Soc. 1989, 111, 8912–8914.
10.1021/ja00206a021
CAS Web of Science® Google Scholar
4 R. Beugelmans, G. P. Singh, M. Bois-Choussy, J. Chastanet, J. Zhu, J. Org. Chem. 1994, 59, 5535–5542.
10.1021/jo00098a010
CAS Web of Science® Google Scholar
5 D. L. Boger, Y. Nomoto, B. R. Teegarden, J. Org. Chem. 1993, 58, 1425–1433.
10.1021/jo00058a024
CAS Web of Science® Google Scholar
6 R. Beugelmans, A. Bigot, J. Zhu, Tetrahedron Lett. 1994, 35, 7391–7394.
10.1016/0040-4039(94)85322-3
CAS Web of Science® Google Scholar
7 R. Beugelmans, S. Bourdet, J. Zhu, Tetrahedron Lett. 1995, 36, 1279–1282.
10.1016/0040-4039(95)00015-5
CAS Web of Science® Google Scholar
8 J. Zhu, R. Beugelmans, S. Bourdet, J. Chastanet, G. Roussi, J. Org. Chem. 1995, 60, 6389–6396.
10.1021/jo00125a026
CAS Web of Science® Google Scholar
9 R. Beugelmans, L. Neuville, M. Bois-Choussy, J. Zhu, Tetrahedron Lett. 1995, 36, 8787–8790.
10.1016/0040-4039(95)01876-J
CAS Web of Science® Google Scholar
10 A. V. R. Rao, K. L. Reddy, A. S. Rao, Tetrahedron Lett. 1994, 35, 8465–8468.
10.1016/S0040-4039(00)74434-0
CAS Web of Science® Google Scholar
11 J. Zhu, J.-P. Bouillon, G. P. Singh, J. Chastanet, R. Beugelmans, Tetrahedron Lett. 1995, 36, 7081–7084.
10.1016/0040-4039(95)01409-B
CAS Web of Science® Google Scholar
12 D. L. Boger, R. M. Borzilleri, S. Nukui, Biorg. Med. Chem. Lett. 1995, 5, 3091–3096.
10.1016/0960-894X(95)00543-9
CAS Web of Science® Google Scholar
13 R. G. Dushin, S. J. Danishefsky, J. Am. Chem. Soc. 1992, 114, 3471–3475.
10.1021/ja00035a047
CAS Web of Science® Google Scholar

Citing Literature

Volume108, Issue10

20. Mai 1996

Pages 1162-1163

This is the

German version

of Angewandte Chemie.

Note for articles published since 1962:

Do not cite this version alone.

Take me to the International Edition version with citable page numbers, DOI, and citation export.

We apologize for the inconvenience.

Die nucleophile aromatische Substitution – ein Schlüsselschritt auf dem Weg zur Totalsynthese von Vancomycin?^†

Abstract

References

Citing Literature

References

Information

About Wiley Online Library

Help & Support

Opportunities

Connect with Wiley

Die nucleophile aromatische Substitution – ein Schlüsselschritt auf dem Weg zur Totalsynthese von Vancomycin?†

Abstract

References

Citing Literature

References

Related

Information

Die nucleophile aromatische Substitution – ein Schlüsselschritt auf dem Weg zur Totalsynthese von Vancomycin?^†