Details
| Original language | English |
|---|---|
| Pages (from-to) | 931-938 |
| Number of pages | 8 |
| Journal | Advanced Synthesis and Catalysis |
| Volume | 348 |
| Issue number | 7-8 |
| Publication status | Published - 5 May 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.
Keywords
- Catalysis, Metathesis, P-stereogenic, Ruthenium, Vinylphosphane oxide
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: Advanced Synthesis and Catalysis, Vol. 348, No. 7-8, 05.05.2006, p. 931-938.
Research output: Contribution to journal › Article › Research › 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 -