TY  - THES
A1  - Staude, Lucia
T1  - 3R,4R-Hexa-1,5-dien-3,4-diol : ein vielseitiger C2-symmetrischer Baustein in der organischen Synthese
Y1  - 2010
CY  - Potsdam
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Staude, Lucia
A1  - Kelling, Alexandra
A1  - Schilde, Uwe
T1  - A Cross-Metathesis-Conjugate addition route to enantiopure gamma-Butyrolactams and gamma-Lactones from a C-2-Symmetric Precursor
JF  - European journal of organic chemistry
N2  - A protected derivative of (3R, 4R)-hexa-1,5-diene-3,4-diol, a conveniently accessible C-2-symmetric building block, undergoes single or double cross metathesis with methyl acryl-ate. The cross metathesis products are amenable to stereoselective conjugate addition reactions and can be converted into either gamma-butyrolactones or gamma-lactams.
KW  - Lactams
KW  - Lactones
KW  - Oxygen heterocycles
KW  - Metathesis
KW  - Desymmetrization
Y1  - 2011
U6  - https://doi.org/10.1002/ejoc.201001528
SN  - 1434-193X
IS  - 9
SP  - 1721
EP  - 1727
PB  - Wiley-Blackwell
CY  - Malden
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Staude, Lucia
T1  - Desymmetrization of (R,R)-Hexa-1,5-diene-3,4-diol via Monofunctionallization and Rhodium-Catalyzed Allylic Substitution
JF  - The journal of organic chemistry
N2  - A sequence of selective monoprotection and Rh-catalyzed enantioconservative allylic subEtitution is established as a desymmetrization strategy for C-2-symmetric hexa-1,5-diene-3,4-diol. A benzyl protecting group and ethyl carbonate as a leaving group emerged as the most useful combination with respect to reproducibility, stereoselectivity, and yield: A remarkable deviation from the normally observed regiospecificity of Rh-catalyzed allylic alkylations was observed for unprotected carbonates. In this case, a linear, rather than a branched alkylation product was obtained exclusively.
Y1  - 2011
U6  - https://doi.org/10.1021/jo2001337
SN  - 0022-3263
VL  - 76
IS  - 7
SP  - 2220
EP  - 2226
PB  - American Chemical Society
CY  - Washington
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Staude, Lucia
T1  - Ring-size-selective enyne metathesis as a tool for desymmetrization of an enantiopure C-2-symmetric building block
N2  - The enantiomerically pure C-2-syrnmetrical hexa-1,5-diene-3,4-diol is selectively monopropargylated. The products undergo ring-closing enyne metathesis to give exclusively dihydropyrans as single stereoisomers. An unprotected hydroxy group is identified as the factor controlling the ring-size selectivity.
Y1  - 2009
UR  - http://pubs.acs.org/journal/joceah
U6  - https://doi.org/10.1021/Jo9018649
SN  - 0022-3263
ER  - 
TY  - JOUR
A1  - Schmidt, Bernd
A1  - Staude, Lucia
T1  - Unexpected transfer hydrogenation of C-C-double bonds during Tandem-RCM-isomerization reactions
JF  - Journal of organometallic chemistry
N2  - Unexpected hydrogen transfer from 2-propanol to C-C-double bonds has been observed in the course of a Tandem RCM-isomerization reaction leading to sterically congested spirocycles.
KW  - ruthenium
KW  - metathesis
KW  - isomerization
KW  - hydrogenation
KW  - transferhydrogenation
KW  - tandem sequence
Y1  - 2006
U6  - https://doi.org/10.1016/j.jorganchem.2006.07.011
SN  - 0022-328X
VL  - 691
IS  - 24-25
SP  - 5218
EP  - 5221
PB  - Elsevier
CY  - Lausanne
ER  -