Publikation: Asymmetric Synthesis of (+)-(1R,2S)-allo-Coronamic Acid
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1992
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Published
Erschienen in
Liebigs Annalen der Chemie. 1992, 1992(4), pp. 351-355. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199219920162
Zusammenfassung
allo-Coronamic acid (1) was synthesized in five steps enantiomerically and diastereomerically virtually pure by starting from the bislactim ethers of cyclo(-L-Val-Gly-) (3a) or cyclo- (-L-tert-Leu-Gly-) (3b) in an overall yield of 31%. The key step of this synthesis is the intramolecular alkylation of the lithium azaenolate derived from the allylic chloride 4.
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Fachgebiet (DDC)
540 Chemie
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Amino acids, Cyclopropanation, diastereoselective, Bislactim ether method
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GROTH, Ulrich, Wolfgang HALFBRODT, Ulrich SCHÖLLKOPF, 1992. Asymmetric Synthesis of (+)-(1R,2S)-allo-Coronamic Acid. In: Liebigs Annalen der Chemie. 1992, 1992(4), pp. 351-355. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199219920162BibTex
@article{Groth1992Asymm-9670, year={1992}, doi={10.1002/jlac.199219920162}, title={Asymmetric Synthesis of (+)-(1R,2S)-allo-Coronamic Acid}, number={4}, volume={1992}, issn={0170-2041}, journal={Liebigs Annalen der Chemie}, pages={351--355}, author={Groth, Ulrich and Halfbrodt, Wolfgang and Schöllkopf, Ulrich} }
RDF
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