Second Generation Total Synthesis of (–)‐Preussochromone D

An improved enantioselective synthesis of the natural product (–)‐preussochromone D (3) and first insights into a possible route to the trans‐preussochromones E and F are described. Starting from commercially available 5‐hydroxy‐4H‐chromen‐4‐one, two stereocenters are established via auxiliary controlled Michael addition in excellent yield and stereoselectivity. Subsequent build‐up of the five‐membered ring gave access to (–)‐preussochromone D in an improved overall yield and less synthetic steps than previously reported. The total syntheses of preussochromones E and F on a related route were also investigated and first findings are reported herein.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Second Generation Total Synthesis of (–)‐Preussochromone D ; volume:2020 ; number:24 ; year:2020 ; pages:3699-3711 ; extent:13
European journal of organic chemistry ; 2020, Heft 24 (2020), 3699-3711 (gesamt 13)

Creator
Kerste, Eric
Beller, Marc Paul
Koert, Ulrich

DOI
10.1002/ejoc.202000465
URN
urn:nbn:de:101:1-2022062409565040340220
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:38 AM CEST

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