Further Insights into the Stereoselective Total Synthesis of Ageliferin via Dearomatizing Diels-Alder Cycloaddition.

Authors

Yudai Fujino, Ayami Amano, Taisei Matoba, Keisuke Fukaya, Daisuke Urabe

Published in

The Journal of organic chemistry. Oct 20, 2026. Epub Oct 20, 2026.

Abstract

We report the total synthesis of ageliferin, focusing on the preparation of substrate for the D-tartrate-tethered cycloaddition and late-stage transformations. A D-tartrate-derived tether was designed to facilitate a challenging intramolecular dearomative Diels-Alder reaction of the hymenidin-derived units. The key cycloaddition proceeded with complete diastereoselectivity to construct the highly functionalized six-membered framework bearing three contiguous stereocenters. Conversion of the cycloadduct to ageliferin required careful adjustment of the reaction sequence, including protecting-group manipulations, introduction of azido groups onto the imidazole rings, cleavage of the N-N bond, and installation of the pyrrole-2-carbonyl units.

PMID:
42897880
Bibliographic data and abstract were imported from PubMed on 20 Oct 2026.

Read full publication at:
Please sign in to see all details.

Stats

1-terrible, 9-excellent. How would you rate this publication? Sign in in to submit your rating.

Post a comment

You need to be signed in to post comments. You can sign in here.

Comments

There are no comments yet.