Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions

Abstract

A synthesis of anthracycline aglycone derivatives is described. The key step utilizes a powerful domino carbopalladation approach and subsequent ring closure. During this process two of the four rings of the anthracycline scaffold are formed. Differently substituted carbohydrates and dialkyne chains serve as versatile and simple starting materials for the reaction sequence. Diverse building blocks lead to a variety of different products and a broad range of structural diversity. © 2013 Leibeling and Werz; licensee Beilstein-Institut.