4.4 Article

Towards the total synthesis of metacridamides A and B

Journal

TETRAHEDRON LETTERS
Volume 91, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153640

Keywords

Natural products; Cytotoxic; Desymmetrization; Wittig olefination; Aldolization; Tethering formation

Funding

  1. CSIR, New Delhi
  2. UGC, New Delhi

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Two different strategies were considered for the total synthesis of metacridamides A and B. The first approach based on Horner-Wittig olefination reaction was unsuccessful. The second approach, involving several reactions, successfully synthesized an advanced intermediate 39 with all stereocenters present in metacridamides A and B.
Two different strategies have been considered to achieve the total synthesis of metacridamides A and B. The first approach based on Horner-Wittig olefination reaction was unsuccessful. The second approach, involving desymmetrization, a highly diastereoselective aldolization, Wittig olefination, amide formation and finally tethering formation, furnished an advanced intermediate 39 with all stereocenters present in metacridamides A and B. (C) 2022 Published by Elsevier Ltd.

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