Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5270386 | Tetrahedron Letters | 2013 | 4 Pages |
Abstract
From the perspective of synthesis, ynones are compounds of considerable interest because of their occurrence in a wide variety of biologically active molecules and as key synthetic intermediates. In this context, a facile and highly efficient synthesis of ynones was developed based on the high reactivity of benzotriazole esters formed in situ. Lithium acetylides can alkylate various carboxylic acids in yields ranging from 60% to 92%. To determine whether our methodology is useful for synthesising complex and biologically relevant molecules, we synthesise d-erythro-sphingosine in four steps and with 33% overall yield from l-serine.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
José Antonio Morales-Serna, Alejandro Sauza, Gabriela Padrón de Jesús, Rubén Gaviño, Gustavo GarcÃa de la Mora, Jorge Cárdenas,