TY  - JOUR
A1  - Wessig, Pablo
A1  - Pick, Charlotte
T1  - Photochemical synthesis and properties of axially chiral naphthylpyridines
JF  - Journal of photochemistry and photobiology : A, Chemistry
N2  - Five alkynyl pyridines were prepared and cyclized to naphthylpyridines as the main products in the course of a Photo-Dehydro-Diels-Alder reaction. Four of the final products are axially chiral and the determination of the rotational barrier by DFT calculations, dynamic NMR and H PLC experiments is demonstrated. (C) 2011 Elsevier B.V. All rights reserved.
KW  - Photochemistry
KW  - Axial chirality
KW  - Photo-Dehydro-Diels-Alder reaction
KW  - Dynamic NMR
KW  - Dynamic HPLC
KW  - Molecular modeling
Y1  - 2011
U6  - https://doi.org/10.1016/j.jphotochem.2011.06.006
SN  - 1010-6030
VL  - 222
IS  - 1
SP  - 263
EP  - 265
PB  - Elsevier
CY  - Lausanne
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Pick, Charlotte
A1  - Schilde, Uwe
T1  - First example of an atropselective dehydro-Diels-Alder (ADDA) reaction
JF  - Tetrahedron letters
N2  - A new concept of a stereoselective synthesis of axially chiral biaryls, formed in the course of the dehydro-Diels-Alder (DDA) reaction, has been disclosed. It is based on asymmetric induction of the newly formed chirality axis by a chirality center, which is present in the two synthesized DDA reactants. Depending on the different length of the linkers joining the alkyne moieties the DDA reaction may be triggered photochemically or thermally, where only the thermal variant was stereoselective.
KW  - Cycloaddition
KW  - Atropselecrivity
KW  - Biaryls
KW  - Alkynes
KW  - Photochemistry
Y1  - 2011
U6  - https://doi.org/10.1016/j.tetlet.2011.06.024
SN  - 0040-4039
VL  - 52
IS  - 32
SP  - 4221
EP  - 4223
PB  - Elsevier
CY  - Oxford
ER  -