Concepedia

Toward the Total Synthesis of (±)-Andrastin C

Rei Okamoto, Kazutaka Takeda, Hidetoshi Tokuyama, Masataka Ihara, Masahiro Toyota

The Journal of Organic Chemistry · 2012 · 30 citations · 42 references

DOI

Concepts

Abstract

An efficient approach to generate a fully functionalized cyclopenta[a]phenanthrene 34, the basic carbon framework of andrastin C (1c), is described. The present synthetic route features a stereoselective intramolecular Diels-Alder reaction of triene 12 and an intramolecular carbonyl ene reaction of 3-phenanthrenyl-2-(methoxymethoxy)propanal 31.

References

42

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