Details
| Originalsprache | Englisch |
|---|---|
| Seiten (von - bis) | 931-938 |
| Seitenumfang | 8 |
| Fachzeitschrift | Advanced Synthesis and Catalysis |
| Jahrgang | 348 |
| Ausgabenummer | 7-8 |
| Publikationsstatus | Veröffentlicht - 5 Mai 2006 |
Abstract
Vinylphosphane oxides 6 undergo catalytic olefin homo-metathesis leading to achiral and P-stereogenic diphosphane dioxides 7 with exclusive (E)-selectivity. Similarly, EWG-substituted vinylphosphane oxides 11, 12 could be prepared with complete (E)-olefin selectivity via olefin cross-metathesis with electron-deficient substrates, such as methyl acrylate and 2-fluorostyrene, using nitro-Hoveyda ruthenium pre-catalyst III. Cross- and homo-metathesis of chiral non-racemic vinylphosphane oxides proceeds without racemization of the phosphorus center of chirality.
ASJC Scopus Sachgebiete
- Chemische Verfahrenstechnik (insg.)
- Katalyse
- Chemie (insg.)
- Organische Chemie
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in: Advanced Synthesis and Catalysis, Jahrgang 348, Nr. 7-8, 05.05.2006, S. 931-938.
Publikation: Beitrag in Fachzeitschrift › Artikel › Forschung › Peer-Review
}
TY - JOUR
T1 - Homo- and cross-olefin metathesis coupling of vinylphosphane oxides and electron-poor alkenes
T2 - Access to P-stereogenic dienophiles
AU - Vinokurov, Nikolai
AU - Michrowska, Anna
AU - Szmigielska, Anna
AU - Drzazga, Zbigniew
AU - Wójciuk, Grzegorz
AU - Demchuk, Oleg M.
AU - Grela, Karol
AU - Pietrusiewicz, K. Michał
AU - Butenschön, Holger
PY - 2006/5/5
Y1 - 2006/5/5
N2 - Vinylphosphane oxides 6 undergo catalytic olefin homo-metathesis leading to achiral and P-stereogenic diphosphane dioxides 7 with exclusive (E)-selectivity. Similarly, EWG-substituted vinylphosphane oxides 11, 12 could be prepared with complete (E)-olefin selectivity via olefin cross-metathesis with electron-deficient substrates, such as methyl acrylate and 2-fluorostyrene, using nitro-Hoveyda ruthenium pre-catalyst III. Cross- and homo-metathesis of chiral non-racemic vinylphosphane oxides proceeds without racemization of the phosphorus center of chirality.
AB - Vinylphosphane oxides 6 undergo catalytic olefin homo-metathesis leading to achiral and P-stereogenic diphosphane dioxides 7 with exclusive (E)-selectivity. Similarly, EWG-substituted vinylphosphane oxides 11, 12 could be prepared with complete (E)-olefin selectivity via olefin cross-metathesis with electron-deficient substrates, such as methyl acrylate and 2-fluorostyrene, using nitro-Hoveyda ruthenium pre-catalyst III. Cross- and homo-metathesis of chiral non-racemic vinylphosphane oxides proceeds without racemization of the phosphorus center of chirality.
KW - Catalysis
KW - Metathesis
KW - P-stereogenic
KW - Ruthenium
KW - Vinylphosphane oxide
UR - http://www.scopus.com/inward/record.url?scp=33744804281&partnerID=8YFLogxK
U2 - 10.1002/adsc.200505463
DO - 10.1002/adsc.200505463
M3 - Article
AN - SCOPUS:33744804281
VL - 348
SP - 931
EP - 938
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
SN - 1615-4150
IS - 7-8
ER -