Concepedia

First Synthesis of (+)-.ALPHA.-and (+)-.GAMMA.-Polypodatetraenes.

Masako Kinoshita, Mahisa Ohtsuka, Daisuke Nakamura, Hiroyuki Akita

Chemical and Pharmaceutical Bulletin · 2002 · 14 citations · 3 references

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Concepts

Abstract

First synthesis of (+)-alpha-polypodatetraene (1) and (+)-gamma-polypodatetraene (2) was achieved from (+)-albicanol (6) and (-)-drimenol (8), respectively. The absolute structure of natural (+)-2 was established to be (5S,9S,10S)-polypoda-7,13(E),17(E),21-tetraene.

References

3

A convenient synthesis of (+)-albicanol based on enzymatic function: total syntheses of (+)-albicanyl acetate, (−)-albicanyl 3,4-dihydroxycinnamate, (−)-drimenol, (−)-drimenin and (−)-ambrox

Hiroyuki Akita, Masako Nozawa, Ayumi Mitsuda et al. · Tetrahedron Asymmetry · 2000 · 52 citations

, , +8

Fern constituents: Polypodatetraenes, novel bicyclic triterpenoids, isolated from polypodiaceous and aspidiaceous plants

Kenji Shiojima, Yōko Arai, Kazuo Masuda et al. · Tetrahedron Letters · 1983 · 49 citations

, , +11

Selective total synthesis of (±)-α- and γ-polypodatetraene

Mugio Nishizawa, Hisaya Nishide · Journal of the Chemical Society Chemical Communications · 1984 · 12 citations

, , +11