4.2 Article

SYNTHESIS OF (+)-BATZELLADINE K

Journal

HETEROCYCLES
Volume 80, Issue 1, Pages 395-408

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-09-S(S)36

Keywords

Batzelladine K; Batzelladine F; Total Synthesis; Guanidine; 1,3-Dipolar Cycloaddition

Funding

  1. ministry of Education, Science, Sports and Culture, Japan
  2. Mochida Memorial Foundation for Medicinal and Pharmaceutical Research
  3. TERUMO Life Science Foundation

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Total synthesis of batzelladine K (1), a marine guanidine alkaloid, was achieved based upon successive 1,3-dipolar cycloaddition reaction of cyclic nitrone. The relative and absolute stereochemistry of 1 was established by spectral comparison of the natural and synthetic products and the trans-isomer, which was also synthesized.

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