4.5 Article

Total Synthesis of Thiocladospolide A and Its C2-Epimer

Journal

SYNTHESIS-STUTTGART
Volume 54, Issue 3, Pages 683-688

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1652-3714

Keywords

total synthesis; macrolide; thiocladospolide A; sulfa-Michael addition; ring closing metathesis

Funding

  1. Council of Scientific and Industrial Research (CSIR), New Delhi, India

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The first total synthesis of the recently isolated natural product thiocladospolide A, along with its C2-epimer, was achieved in nine straightforward linear steps with a 12% overall yield. The key feature of the synthesis is the construction of the macrocyclic ring via a late-stage ring-closing metathesis reaction followed by alkene reduction.
The first total synthesis of the recently isolated natural product thiocladospolide A, along with its C2-epimer, is achieved in nine straightforward linear steps and 12% overall yield. The key feature of the synthesis is the construction of the macrocyclic ring via a late-stage ring-closing metathesis reaction followed by alkene reduction.

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