Synthesis of (±)-Chokol A by a Tandem Michael-Addition/Dieckmann Cyclization

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1994
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Halfbrodt, Wolfgang
Köhler, Thomas
Kreye, Paul
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Liebigs Annalen der Chemie. 1994(9), pp. 885-890. ISSN 0170-2041. eISSN 1099-0690
Zusammenfassung

A total synthesis of (±)-chokol A (rac-12) was accomplished in five steps by starting from the α,β-unsaturated ester (E)-2 in an overall yield of 24%. The key step of this synthesis is the tandem conjugate addition/Dieckmann cyclization of the cuprate derived from vinyl bromide 9 with the α,β-unsaturated ester (E)-2.

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
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Chokol A, Tandem reactions, Cyclopentanes, Organometallic reagents, Antifungal agents, Terpenes
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ISO 690GROTH, Ulrich, Wolfgang HALFBRODT, Thomas KÖHLER, Paul KREYE, 1994. Synthesis of (±)-Chokol A by a Tandem Michael-Addition/Dieckmann Cyclization. In: Liebigs Annalen der Chemie. 1994(9), pp. 885-890. ISSN 0170-2041. eISSN 1099-0690
BibTex
@article{Groth1994Synth-10041,
  year={1994},
  title={Synthesis of (±)-Chokol A by a Tandem Michael-Addition/Dieckmann Cyclization},
  number={9},
  issn={0170-2041},
  journal={Liebigs Annalen der Chemie},
  pages={885--890},
  author={Groth, Ulrich and Halfbrodt, Wolfgang and Köhler, Thomas and Kreye, Paul}
}
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