4.4 Article

Synthesis and assignment of the absolute stereochemistry of (+)-hemifistularin 3

Journal

TETRAHEDRON
Volume 70, Issue 37, Pages 6392-6397

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.07.049

Keywords

Hemifistularin 3; The order Verongida; Spiroisoxazoline; Absolute configuration

Funding

  1. Scientific Research C, Ministry of Education, Culture, Sports, Science, and Technology
  2. MEXT-Supported Programs for the Strategic Research Foundation at Private Universities

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The first total synthesis of the marine natural product (+)-hemifistularin 3 in enantiomerically pure form was accomplished by using the amide forming reaction of (+)-spiroisoxazoline ester with the (+)-octopamine derivative. The stereodivergent strategy employed in this effort enabled the assignment of the absolute configurations at the three stereogenic centers in (+)-hemifistularin 3. (C) 2014 Elsevier Ltd. All rights reserved.

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