TY  - JOUR
A1  - Wessig, Pablo
A1  - Badetko, Dominik
A1  - Czarnecki, Maciej
A1  - Wichterich, Lukas
A1  - Schmidt, Peter
A1  - Brudy, Cosima
A1  - Sperlich, Eric
A1  - Kelling, Alexandra
T1  - Studies toward the total synthesis of arylnaphthalene lignans via a Photo-Dehydro-Diels-Alder (PDDA) reaction
JF  - The journal of organic chemistry
N2  - An efficient method for the preparation of arylnaphthalene lignans (ANLs) was developed, which is based on thePhoto-Dehydro-DIELS-ALDER(PDDA) reaction. While intermolecular PDDA reactions turned out to be inefficient, theintramolecular variant using suberic acid as tether linking two aryl propiolic esters smoothly provided naphthalenophanes. Theirradiations were performed with a previously developed annular continuous-flow reactor and UVB lamps. In this way, the naturalproducts Alashinol D, Taiwanin C, and an unnamed ANL could be prepared.
Y1  - 2022
U6  - https://doi.org/10.1021/acs.joc.2c00195
SN  - 0022-3263
SN  - 1520-6904
VL  - 87
IS  - 9
SP  - 5904
EP  - 5915
PB  - American Chemical Society
CY  - Washington
ER  - 
TY  - JOUR
A1  - Wessig, Pablo
A1  - Badetko, Dominik
A1  - Koebe, Michael
T1  - Triplet sensitized Photo-Dehydro-Diels-Alder reaction
JF  - ChemistrySelect
N2  - We report on the triplet sensitization of the intramolecular Photo-Dehydro-Diels-Alder (PDDA) reaction of two diaryl suberates bearing methyl propiolate chromophors. Compared with the non-sensitized irradiation, considerably increased yields could be observed. 
Moreover, it is possible to use the more efficient UVA lamps instead of UVB lamps. 
Among three investigated sensitizers (xanthone, benzophenone, thioxanthone) xanthone gave the best results.
KW  - light sources
KW  - photochemistry
KW  - photodehydro-Diels-Alder reaction
KW  - triplet sensitization
Y1  - 2022
U6  - https://doi.org/10.1002/slct.202202648
SN  - 2365-6549
VL  - 7
IS  - 38
PB  - Wiley-VCH
CY  - Weinheim
ER  -