Diels–Alder reactions and electrophilic substitutions with atypical regioselectivity enable functionalization of terminal rings of anthracene

URN to cite this document:: urn:nbn:de:bvb:355-epub-450556
DOI to cite this document:: 10.5283/epub.45055

Huynh, Vinh Ngoc ; Leitner, Michael ; Bhattacharyya, Aditya ; Uhlstein, Lisa ; Kreitmeier, Peter ; Sakrausky, Patrick ; Rehbein, Julia ; Reiser, Oliver

Preview

License: Creative Commons Attribution 4.0
PDF - Published Version
(1MB)

Date of publication of this fulltext: 23 Feb 2021 12:36

Alternative links to fulltext:DOI Publisher

Details

Preview

Indexed in

Export bibliographical data

Abstract

Reversing the regioselectivity of the renowned Diels-Alder reaction by overriding the usual thermodynamic and kinetic governing factors has always been a formidable challenge to synthetic organic chemists. Anthracenes are well-known to undergo [4 + 2]-cycloadditions with dienophiles at their 9,10-positions (central ring) over 1,4-positions (terminal ring) guided by the relative aromatic ...