@article{Barra2017Scept-57696,
  year={2017},
  doi={10.1002/ejoc.201700882},
  title={Sceptrin : Enantioselective Synthesis of a Tetrasubstituted all-trans Cyclobutane Key Intermediate},
  number={31},
  issn={1434-2421},
  journal={European Journal of Organic Chemistry},
  pages={4566--4571},
  author={Barra, Lena and Dickschat, Jeroen S.}
}

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    <dc:creator>Barra, Lena</dc:creator>
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    <dc:creator>Dickschat, Jeroen S.</dc:creator>
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    <dc:contributor>Barra, Lena</dc:contributor>
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    <dcterms:abstract xml:lang="eng">The asymmetric synthesis of both enantiomers of tetrasubstituted all-trans dimethyl 3,4-diacetylcyclobutane-1,2-dicarboxylate with high enantiomeric purity (&gt;98 % ee) using a valine-derived chiral auxiliary in a diastereoselective photodimerization is reported. The absolute configuration was assigned by single-crystal X-ray diffraction analysis. Because this cyclobutane is a key intermediate in the total synthesis of (–)-sceptrin and ageliferin, our findings strengthen the recently revised absolute configurations of these pyrrole-imidazole alkaloids. An enantioselective synthesis of a tetrasubstituted all-trans cyclobutane, a key intermediate in the total synthesis of the pyrrole-imidazole alkaloid sceptrin, facilitated by a diastereoselective, valine-derived chiral-auxiliary-guided photodimerization, is reported.</dcterms:abstract>
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    <dc:contributor>Dickschat, Jeroen S.</dc:contributor>
    <dcterms:title>Sceptrin : Enantioselective Synthesis of a Tetrasubstituted all-trans Cyclobutane Key Intermediate</dcterms:title>
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