Total Synthesis of (-)-Nodulisporic Acids D, C, and B: Evolution of a Unified Synthetic Strategy

Journal of the American Chemical Society
Yike ZouAmos B Smith

Abstract

A unified synthetic strategy leading to the total synthesis of (-)-nodulisporic acids D, C, and B is described. Key synthetic transformations include a nickel-chromium-mediated cyclization, an aromatic ring functionalization employing a novel copper-promoted alkylation, a palladium-catalyzed cross-coupling cascade/indole ring construction, and a palladium-mediated regio- and diastereoselective allylic substitution/cyclization reaction, the latter to construct ring D.

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Citations

Mar 7, 2020·Natural Product Reports·Ryo TanifujiHideaki Oikawa
Feb 13, 2021·Bioscience, Biotechnology, and Biochemistry·Masaru Enomoto
Feb 19, 2021·Accounts of Chemical Research·William P Thomas, Sergey V Pronin
Jan 12, 2019·The Journal of Organic Chemistry·Milan K BarmanBiplab Maji
Sep 29, 2018·Journal of the American Chemical Society·Nicole A GodfreySergey V Pronin
Oct 7, 2021·Journal of the American Chemical Society·Kelly E KimBrian M Stoltz
Jun 14, 2019·Tetrahedron·Devon J SchatzSergey V Pronin
Nov 6, 2021·Angewandte Chemie·Nicole HauserErick M Carreira
Dec 22, 2021·Natural Product Reports·Devon J SchatzSergey V Pronin
Dec 16, 2021·Chemistry : a European Journal·Georg Späth, Alois Fürstner

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