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Synthesis of BC ring-systems of Taxol by ring-closing metathesis

D Bourgeois, J Mahuteau, A Pancrazi, Steven Nolan UGent and J Prunet (2000) SYNTHESIS-STUTTGART. p.869-882
abstract
Highly functionalized BC ring-systems of Taxol((R)) having the required chemistry for the C1, C2 and C8 centers have been syn the sized using a ring-closing metathesis (RCM) reaction as the key step. Silylene 26 and acetonide 27 were obtained in excellent yields with Schrock's and our recently reported catalyst. In the case of carbonate 23, a trans cyclooctene was formed when using Grubbs' catalyst, indicating that RCM does nut always proceed to completion of thermodynamic equilibrium.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (original)
publication status
published
subject
keyword
cyclooctenes, cyclization, metathesis, olefin, Taxol, ruthenium, molybdenum, OLEFIN METATHESIS, IMIDAZOLIN-2-YLIDENE LIGANDS, TAXANE PRECURSOR, RUTHENIUM, CATALYSTS, RUCL2(=CHR')(PR(3))(2), COMPLEXES, CHEMISTRY, PRODUCTS, TAXOTERE
journal title
SYNTHESIS-STUTTGART
Synthesis
issue
6
pages
869 - 882
Web of Science type
Article
Web of Science id
000087495000020
ISSN
0039-7881
language
English
UGent publication?
no
classification
A1
id
8170791
handle
http://hdl.handle.net/1854/LU-8170791
date created
2016-11-24 15:58:34
date last changed
2018-01-29 12:12:30
@article{8170791,
  abstract     = {Highly functionalized BC ring-systems of Taxol((R)) having the required chemistry for the C1, C2 and C8 centers have been syn the sized using a ring-closing metathesis (RCM) reaction as the key step. Silylene 26 and acetonide 27 were obtained in excellent yields with Schrock's and our recently reported catalyst. In the case of carbonate 23, a trans cyclooctene was formed when using Grubbs' catalyst, indicating that RCM does nut always proceed to completion of thermodynamic equilibrium.},
  author       = {Bourgeois, D and Mahuteau, J and Pancrazi, A and Nolan, Steven and Prunet, J},
  issn         = {0039-7881},
  journal      = {SYNTHESIS-STUTTGART},
  keyword      = {cyclooctenes,cyclization,metathesis,olefin,Taxol,ruthenium,molybdenum,OLEFIN METATHESIS,IMIDAZOLIN-2-YLIDENE LIGANDS,TAXANE PRECURSOR,RUTHENIUM,CATALYSTS,RUCL2(=CHR')(PR(3))(2),COMPLEXES,CHEMISTRY,PRODUCTS,TAXOTERE},
  language     = {eng},
  number       = {6},
  pages        = {869--882},
  title        = {Synthesis of BC ring-systems of Taxol by ring-closing metathesis},
  year         = {2000},
}

Chicago
Bourgeois, D, J Mahuteau, A Pancrazi, Steven Nolan, and J Prunet. 2000. “Synthesis of BC Ring-systems of Taxol by Ring-closing Metathesis.” Synthesis-stuttgart (6): 869–882.
APA
Bourgeois, D, Mahuteau, J., Pancrazi, A., Nolan, S., & Prunet, J. (2000). Synthesis of BC ring-systems of Taxol by ring-closing metathesis. SYNTHESIS-STUTTGART, (6), 869–882.
Vancouver
1.
Bourgeois D, Mahuteau J, Pancrazi A, Nolan S, Prunet J. Synthesis of BC ring-systems of Taxol by ring-closing metathesis. SYNTHESIS-STUTTGART. 2000;(6):869–82.
MLA
Bourgeois, D, J Mahuteau, A Pancrazi, et al. “Synthesis of BC Ring-systems of Taxol by Ring-closing Metathesis.” SYNTHESIS-STUTTGART 6 (2000): 869–882. Print.