Synthesis of model BC bicycles of taxol using C10-C11 ring-closing metathesis strategy

Stéphanie Schiltz; Cong Ma; Louis Ricard; Joëlle Prunet

doi:10.1016/j.jorganchem.2006.08.078

Synthesis of model BC bicycles of taxol using C10-C11 ring-closing metathesis strategy

Stéphanie Schiltz, Cong Ma, Louis Ricard, Joëlle Prunet

Research output: Journal article publication › Journal article › Academic research › peer-review

18 Citations (Scopus)

Abstract

Model BC ring-systems of taxol 23b and 28b, which lack an oxygenated substituent at C7, have been efficiently synthesized. The key step is a ring-closing metathesis (RCM) to form the 8-membered B ring between C10 and C11. Comparison of the metathesis reaction in this route with the RCM used in a previous study with similar substrates is highlighted.

Original language	English
Pages (from-to)	5438-5443
Number of pages	6
Journal	Journal of Organometallic Chemistry
Volume	691
Issue number	24-25
DOIs	https://doi.org/10.1016/j.jorganchem.2006.08.078
Publication status	Published - 1 Dec 2006
Externally published	Yes

Keywords

Cyclization
Metathesis
Ruthenium
Taxol

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.jorganchem.2006.08.078

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abstract = "Model BC ring-systems of taxol 23b and 28b, which lack an oxygenated substituent at C7, have been efficiently synthesized. The key step is a ring-closing metathesis (RCM) to form the 8-membered B ring between C10 and C11. Comparison of the metathesis reaction in this route with the RCM used in a previous study with similar substrates is highlighted.",

keywords = "Cyclization, Metathesis, Ruthenium, Taxol",

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AU - Schiltz, Stéphanie

AU - Ma, Cong

AU - Ricard, Louis

AU - Prunet, Joëlle

PY - 2006/12/1

Y1 - 2006/12/1

N2 - Model BC ring-systems of taxol 23b and 28b, which lack an oxygenated substituent at C7, have been efficiently synthesized. The key step is a ring-closing metathesis (RCM) to form the 8-membered B ring between C10 and C11. Comparison of the metathesis reaction in this route with the RCM used in a previous study with similar substrates is highlighted.

AB - Model BC ring-systems of taxol 23b and 28b, which lack an oxygenated substituent at C7, have been efficiently synthesized. The key step is a ring-closing metathesis (RCM) to form the 8-membered B ring between C10 and C11. Comparison of the metathesis reaction in this route with the RCM used in a previous study with similar substrates is highlighted.

KW - Cyclization

KW - Metathesis

KW - Ruthenium

KW - Taxol

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U2 - 10.1016/j.jorganchem.2006.08.078

DO - 10.1016/j.jorganchem.2006.08.078

M3 - Journal article

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JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 24-25

ER -

Synthesis of model BC bicycles of taxol using C10-C11 ring-closing metathesis strategy

Abstract

Keywords

ASJC Scopus subject areas

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