Synthesis 2016; 48(11): 1655-1662
DOI: 10.1055/s-0035-1561606
special topic
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (–)- and (+)-Gummiferol via Asymmetric Synthesis of Glycidic Amides

Authors

  • Cristina García-Ruiz

    Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain   Email: frsarabia@uma.es
  • Iván Cheng-Sánchez

    Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain   Email: frsarabia@uma.es
  • Francisco Sarabia*

    Department of Organic Chemistry, Faculty of Sciences, University of Málaga, Campus de Teatinos s/n, 29071 Málaga, Spain   Email: frsarabia@uma.es
Further Information

Publication History

Received: 15 February 2016

Accepted after revision: 17 March 2016

Publication Date:
18 April 2016 (online)


Graphical Abstract

Abstract

An efficient synthesis of the natural product (–)-gummiferol is achieved according to a novel asymmetric methodology of epoxide formation based on a new class of chiral sulfonium salts. This new methodology allows the rapid and efficient construction of the diepoxide system contained within the natural product.

Supporting Information