Asymmetric Total Synthesis of ent-Sandaracopimaradiene, a Biosynthetic Intermediate of Oryzalexins

Arata YAJIMA; Ayumi YAMAGUCHI; Tomoo NUKADA; Goro YABUTA

doi:10.1271/bbb.70468

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Regular Papers

Asymmetric Total Synthesis of ent-Sandaracopimaradiene, a Biosynthetic Intermediate of Oryzalexins

Arata YAJIMA, Ayumi YAMAGUCHI, Tomoo NUKADA, Goro YABUTA

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Keywords: phytoalexin, rice blast disease, sandaracopimaradiene, biosynthesis

JOURNAL FREE ACCESS

2007 Volume 71 Issue 11 Pages 2822-2829

DOI https://doi.org/10.1271/bbb.70468

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Abstract

An asymmetric total synthesis of ent-sandaracopimaradiene, a biosynthetic intermediate of oryzalexins, via B-alkyl Suzuki-Miyaura coupling and Lewis acid-mediated B-ring formation as key steps was achieved.

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