TY  - JOUR
A1  - Schmidt, Bernd
A1  - Kunz, Oliver
T1  - One-Flask tethered ring closing Metathesis-Electrocyclic ring opening for the highly stereoselective synthesis of conjugated Z/E-Dienes
JF  - European journal of organic chemistry
N2  - A one-flask reaction sequence comprising ring closing metathesis (RCM) of butenoates derived from allylic alcohols and a base-mediated ring opening gives 2Z,4E-configured dienoic acids in high yields and stereoselectivities. Application of the method to the synthesis of the natural product fusanolide A suggests that the originally published structure was erroneously assigned and should be revised.
KW  - Natural products
KW  - Lactones
KW  - Macrocycles
KW  - Metathesis
KW  - Carboxylic -acids
Y1  - 2012
U6  - https://doi.org/10.1002/ejoc.201101497
SN  - 1434-193X
IS  - 5
SP  - 1008
EP  - 1018
PB  - Wiley-VCH
CY  - Weinheim
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Matthes, Annika
A1  - Schilde, Uwe
A1  - Kelling, Alexandra
T1  - Asymmetric synthesis of (1,5)Naphthalenophanes by Dehydro-Diels-Alder reaction
JF  - European journal of organic chemistry
N2  - An asymmetric variant of the dehydro-Diels-Alder (DDA) reaction has been developed and applied in the atropselective synthesis of various (1,5)naphthalenophanes. Whereas the suitability of the photochemically induced DDA (PDDA) was limited, the thermally induced DDA provided the desired product, depending on the chiral auxiliary used and the length of the linker, with nearly perfect stereoselectivity. Furthermore, the mechanism of the DDA was investigated by means of DFT calculations, and a stepwise mechanism involving 1,4-biradicals was suggested.
KW  - Synthetic methods
KW  - Macrocycles
KW  - Cyclophanes
KW  - Atropisomerism
KW  - Chiral auxiliaries
KW  - Density functional calculations
Y1  - 2013
U6  - https://doi.org/10.1002/ejoc.201201594
SN  - 1434-193X
IS  - 11
SP  - 2123
EP  - 2129
PB  - Wiley-VCH
CY  - Weinheim
ER  -