Concise synthesis of heliolactone, a non-canonical strigolactone isolated from sunflower. Issue 6 (2nd June 2020)

• Record Type: Journal Article
• Authors: Yamamoto, Shunya; Atarashi, Taiki; Kuse, Masaki; Sugimoto, Yukihiro; Takikawa, Hirosato
• Is Part Of: Bioscience, biotechnology, and biochemistry. Volume 84:Issue 6(2020)
• Page Start: 1113
• Page End: 1118
• Publication Date: 2020-06-02
• Subjects: non-canonical strigolactone -- concise synthesis -- germination stimulant -- Knoevenagel condensation; Biotechnology -- Periodicals; Biochemistry -- Periodicals; 660.6
• DOI: 10.1080/09168451.2020.1734444
• Languages: English
• ISSNs: 0916-8451

Abstract

ABSTRACT: Heliolactone is one of the earliest identified non-canonical strigolactones. Its concise synthesis was achieved by employing Knoevenagel-type condensation and semi-reduction of a malonate intermediate as the key steps. This synthesis was performed in a non-stereoselective manner, and thus a racemic and diastereomeric mixture of heliolactone was obtained. The developed synthetic route is fairly concise and straightforward. Abstract: : Graphical abstract A racemic and diastereomeric mixture of heliolactone was synthesized.