TY  - JOUR
A1  - Schmidt, Bernd
A1  - Hauke, Sylvia
A1  - Muehlenberg, Nino
T1  - Imino glycals via Ruthenium-catalyzed RCM and isomerization
JF  - Synthesis
N2  - N-Allyl-N-homoallylamines were converted in one step into cyclic enamides via a ruthenium-catalyzed assisted tandem catalytic ring-closing metathesis-isomerization sequence. The sequence relies on the in situ transformation of a metathesis active Ru-carbene into an isomerization active Ru-hydride by addition of hydroxide as a chemical trigger.
KW  - heterocycles
KW  - isomerization
KW  - metathesis
KW  - ruthenium
KW  - tandem reaction
Y1  - 2014
U6  - https://doi.org/10.1055/s-0033-1338615
SN  - 0039-7881
SN  - 1437-210X
VL  - 46
IS  - 12
SP  - 1648
EP  - 1658
PB  - Thieme
CY  - Stuttgart
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Hauke, Sylvia
T1  - Olefin cross metathesis based de novo synthesis of a partially protected L-amicetose and a fully protected L-cinerulose derivative
JF  - Beilstein journal of organic chemistry
N2  - Cross metathesis of a lactate derived allylic alcohol and acrolein is the entry point to a de novo synthesis of 4-benzoate protected L-amicetose and a cinerulose derivative protected at C5 and C1.
KW  - carbohydrates
KW  - de novo synthesis
KW  - lactate
KW  - metathesis
KW  - ruthenium
Y1  - 2014
U6  - https://doi.org/10.3762/bjoc.10.102
SN  - 1860-5397
VL  - 10
SP  - 1023
EP  - 1031
PB  - Beilstein-Institut zur Förderung der Chemischen Wissenschaften
CY  - Frankfurt, Main
ER  - 
TY  - JOUR
A1  - Fuehrer, Felix N.
A1  - Schlaad, Helmut
T1  - ADMET polymerization of amino-acid-based diene
JF  - Macromolecular chemistry and physics
N2  - 1,4-Di(homo)allyl-2,5-diketopiperazines are synthesized and polymerized via ADMET using the Hoveyda-Grubbs 2nd generation catalyst. The but-3-enylated diketopiperazine can be converted into unsaturated tertiary polyamide with molar mass of <3000 g mol(-1), whereas the allylated diketopiperazine cannot. Double-bond isomerization occurs regardless of whether or not benzoquinone is present. A polyesteramide with a higher molar mass of ca. 4800 g mol(-1) is obtained by the alternating copolymerization (ALTMET) of 1,4-di(but-3-enyl)-2,5-di ketopiperazine and ethylene glycol diacrylate. A post-polymerization modification of the poly(ester)amides via radical thiol-ene chemistry, however, fails.
KW  - acyclic diene metathesis (ADMET) polymerization
KW  - amino acids
KW  - diketopiperazine
KW  - metathesis
KW  - step-growth polymerization
Y1  - 2014
U6  - https://doi.org/10.1002/macp.201400166
SN  - 1022-1352
SN  - 1521-3935
VL  - 215
IS  - 22
SP  - 2268
EP  - 2273
PB  - Wiley-VCH
CY  - Weinheim
ER  -