Total synthesis of (3R, 4S)-4-hydroxylasiodiplodin

Abstract

An alternative and concise total synthesis of (3 R, 4S)-4-Hydroxylasiodiplodin has been reported from inexpensive and commercially available 6-heptenal and Orsellinic acid starting materials. The key steps involved in the synthesis are Wittig reaction, Sharpless epoxidation, Yamaguchi esterification and ring-closing metathesis (RCM).

Graphical Abstract

Keywords:

• (3R
• 4S)-4-hydroxylasiodiplodin
• Lasiodiplodins
• Wittig reaction
• Yamaguchi esterification and ring-closing metathesis (RCM)

Acknowledgments

We would like to express our gratitude and thanks to Department of Chemistry, Koneru Lakshmaiah University, Guntur for constant encouragement and providing basic research facility. We are also grateful to CSIR-IICT for the analytical support of our research program.

Full experimental details, spectral data of the products, ¹H NMR and ¹³C NMR of all the new compounds can be found via the Supplementary Content section of this article’s Web page.

Nikoofar, K.; Kadivar, D.; Shirzadnia, S. Iran. Chem. Commun. 2014, 2, 300.

Disclosure statement

No potential conflict of interest was reported by the author(s).