4.4 Article

Benzothiazines in organic synthesis. An approach to floresolide B

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 32, Pages 4069-4071

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.05.091

Keywords

Floresolide B; Benzothiazine; Sulfoximine; Michael addition; Diastereoselectivity

Funding

  1. NIH [1R01-AI59000-01A1]

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The intramolecular conjugate addition of a sulfoximine carbanion to an alpha,beta-unsaturated ester results in the formation of a benzothiaine bearing a benzylic stereocenter with extremely high fidelity. We have used this methodology to complete a formal total synthesis of the antitumor agent (+)-floresolide B. (C) 2011 Elsevier Ltd. All rights reserved.

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