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Synthesis of illudins. I. Synthesis of the skeleton

โœ Scribed by Takeshi Matsumoto; Haruhisa Shirahama; Akitami Ichihara; Hyonsobb Shin; Shohei Kagawa; Noriki Ito; Toshiaki Hisamitsu; Toshihiro Kamada; Fujio Sakan


Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
167 KB
Volume
8
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The structure8 of illudin S '#*) (lsmpterol) and illudin M2) , antibiotic nubatances from fungi, have been ahown to be I and II, respectively.

We should like to report the syntheaia of the compound (III), which haa none structural features and the unique non-isoprenoid rkeleton of illudina.


๐Ÿ“œ SIMILAR VOLUMES


Synthesis of illudin S
โœ T. Matsumoto; H. Shirahama; A. Ichihara; H. Shin; S. Kagawa; F. Sakan; K. Miyano ๐Ÿ“‚ Article ๐Ÿ“… 1971 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 189 KB

In a previous paper, the total synthesis of dl-llludln M (10) was reported. In this paper we wish to describe synthesis of dl-llludln S dlacetate (Q)2\*3'4 through a similar sequence of reactions. Since recon-version of optically active llludln S dlacetate to llludln S by treatment with aqueous sodi

Synthesis of illudins II. Functionalized
โœ Takeshi Matsumoto; Haruhisa Shirahama; Akitami Ichihara; Hyonsobb Shin; Shohei K ๐Ÿ“‚ Article ๐Ÿ“… 1968 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 205 KB

In an earlier paper 2) a stereospecific synthesis of the compound III, which

An alternative synthesis of illudin M
โœ Takeshi Matsumoto; Haruhisa Shirahama; Akitami Ichihara; Hyonsobb Shin; Shohei K ๐Ÿ“‚ Article ๐Ÿ“… 1970 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 156 KB
Synthesis of the Dasycarpidone Skeleton.
โœ Nesimi Uludag; Tahsin Uyar; Sueleyman Patir ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› John Wiley and Sons โš– 95 KB
Synthesis of the tangutorine skeleton
โœ Mathias Berner; Arto Tolvanen; Reija Jokela ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 178 KB

The ring system of the novel indole alkaloid tangutorine (1) has been synthesized via the Fry reaction. The final key steps were an oxidation/reduction procedure or alternatively, an epimerization sequence. Conformational and stereochemical aspects of the skeleton are discussed.