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@ARTICLE{Mechsner:864465,
author = {Mechsner, Bastian and Böse, Dietrich and Hogenkamp, Fabian
and Ledermann, Nadia and Hartmann, Rudolf and Bochinsky,
Kevin and Frey, Wolfgang and Pietruszka, Jörg},
title = {{E}nantioselective total synthesis of altersolanol {A} and
{N}},
journal = {Bioorganic $\&$ medicinal chemistry},
volume = {27},
number = {13},
issn = {0968-0896},
address = {Amsterdam [u.a.]},
publisher = {Elsevier},
reportid = {FZJ-2019-04246},
pages = {2991 - 2997},
year = {2019},
abstract = {The development of the first enantioselective total
synthesis of altersolanol N is reported. The decisive step
of the synthesis is the enantioselective formation of the
tetrahydroanthraquinone nucleus by a
[4 + 2]-cycloaddition in high yield and with excellent
diastereo- and enantioselectivity (>95:5 dr and 95:5 er). In
addition, a demanding selective monoacetylation of the OH
group at the C-2 position was achieved: an epoxide ring
opening with the participation of a neighbouring acetyl
group could be established. The route proved to be an
efficient alternative to also access enantiomerically pure
altersolanol A.},
cin = {IBOC / IBG-1 / ICS-6},
ddc = {610},
cid = {I:(DE-Juel1)IBOC-20090406 / I:(DE-Juel1)IBG-1-20101118 /
I:(DE-Juel1)ICS-6-20110106},
pnm = {581 - Biotechnology (POF3-581)},
pid = {G:(DE-HGF)POF3-581},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:31072649},
UT = {WOS:000470106900027},
doi = {10.1016/j.bmc.2019.04.033},
url = {https://juser.fz-juelich.de/record/864465},
}