Concepedia

Intramolecular Diels–Alder Reactions with Methyl 2‐Trimethylsiloxy‐2‐vinylcyclopropanecarboxylates as Key Building Blocks

Ruth Zschiesche, Erich L. Grimm, Hans‐Ulrich Reißig

Angewandte Chemie International Edition in English · 1986 · 13 citations · 6 references

DOI

Concepts

Abstract

The masked vinyl ketone 1 can, depending on workup conditions, afford either the octolone 2, 3, or 4. The octalone structural unit is found in terpenes, compactin, and mevinolin.

References

6

The intramolecular Diels–Alder reaction: recent advances and synthetic applications

Alex G. Fallis · Canadian Journal of Chemistry · 1984 · 321 citations · Full text

, , +16

2-Alkenyl-substituted methyl 2-siloxycyclopropanecarboxylates as masked vinyl ketones: efficient syntheses of highly functionalized Michael adducts

Erich L. Grimm, Ruth Zschiesche, Hans Ulrich Reissig · The Journal of Organic Chemistry · 1985 · 38 citations

, , +10

Syntheses of (+)-.alpha.- and (+)-.beta.-eudesmol and their diastereomers by intramolecular nitrone-olefin cycloaddition

Martin A. Schwartz, Ann M. Willbrand · The Journal of Organic Chemistry · 1985 · 32 citations

, , +6

An approach to the synthesis of mevinolin based on intramolecular Diels-Alder cycloaddition

Scott J. Hecker, Clayton H. Heathcock · The Journal of Organic Chemistry · 1985 · 28 citations

, , +4

Regioselective Alkylation of the Polyfunctional Nucleophile 1‐(Methylthio)‐3‐triethylsilyloxypentadienyllithium

Wolfgang Oppolzer, Roger L. Snowden, Paul Briner · Helvetica Chimica Acta · 1981 · 21 citations

, , +8