Total synthesis of asimicin via highly stereoselective [3 + 2] annulation reactions of substituted allylsilanes

Academic Article
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publication date

  • 2005

abstract

  • A highly stereoselective total synthesis of (+)-asimicin (1) is reported. The synthesis features two chelate-controlled [3 + 2] annulation reactions-one of which (e.g., 2 + 3) constitutes a key, convergent fragment assembly step-that establish all of the stereochemistry of the bis-tetrahydrofuran unit of the natural product.