TY  - GEN
A1  - Schmidt, Bernd
A1  - Hauke, Sylvia
T1  - Cross metathesis of allyl alcohols
BT  - how to suppress and how to promote double bond isomerization
N2  - Under standard conditions the cross metathesis of allyl alcohols and methyl acrylate is accompanied by the formation of ketones, resulting from uncontrolled and undesired double bond isomerization. By conducting the CM in the presence of phenol, the catalyst loading and the reaction time required for quantiative conversion can be reduced, and isomerization can be suppressed. On the other hand, consecutive isomerization can be deliberately promoted by evaporating excess methyl acrylate after completing cross metathesis and by adding a base or silane as chemical triggers.
T3  - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - 241 
KW  - ring-closing metathesis
KW  - de-novo synthesis
KW  - catalyzed redox isomerization
KW  - carbohydrate-based oxepines
KW  - diels-alder reaction
KW  - olefin-metathesis
KW  - in-situ
KW  - ruthenium carbene
KW  - alkynol cycloisomerization
KW  - carbonyl-compounds
Y1  - 2013
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus4-95037
SP  - 4194
EP  - 4206
ER  - 
TY  - GEN
A1  - Schmidt, Bernd
A1  - Elizarov, Nelli
A1  - Berger, René
A1  - Hölter, Frank
T1  - Scope and limitations of the Heck–Matsuda-coupling of phenol diazonium salts and styrenes
BT  - a protecting-group economic synthesis of phenolic stilbenes
N2  - 4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4’-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior.
T3  - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - 242 
KW  - catalyzed cross metathesis
KW  - o bond formation
KW  - arenediazonium salts
KW  - stereoselective-synthesis
KW  - arylboronic acids
KW  - substituted stilbenes
KW  - aryldiazonium salts
KW  - palladium catalyst
KW  - trans-stilbenes
KW  - boronic acid
Y1  - 2013
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus4-95070
SP  - 3674
EP  - 3691
ER  -