✦ LIBER ✦

Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation

✍ Scribed by Konstantinos Grivas; Simon W. Breeden; Christian Ganter; Stephen M. Husbands; John W. Lewis

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 195 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00012-x

No coin nor oath required. For personal study only.

✦ Synopsis

The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.

📜 SIMILAR VOLUMES

ChemInform Abstract: Acid-Catalyzed Rear

ChemInform Abstract: Acid-Catalyzed Rearrangements of the Thevinols: The Mechanism of Furanocodide Formation.

✍ Konstantinos Grivas; Simon W. Breeden; Christian Ganter; Stephen M. Husbands; Jo 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 27 KB 👁 2 views

Acid-Catalyzed Rearrangements of the Thevinols: The Mechanism of Furanocodide Formation. -In order to investigate the mechanism of the title reaction, thevinol (I) and related substrates are treated with formic acid at reflux. The corresponding furanocodide (II) is obtained in high yield with reten

Mechanism of the acid catalysed rearrang

Mechanism of the acid catalysed rearrangement of organic hydroperoxides

✍ Donald E. Bissing; Charles A. Matuszak; William E. McEwen 📂 Article 📅 1962 🏛 Elsevier Science 🌐 French ⚖ 226 KB

The preparation and acid-catalysed rearr

The preparation and acid-catalysed rearrangements of epoxy-phospholanes

✍ D.G. Smith; D.J.H. Smith 📂 Article 📅 1973 🏛 Elsevier Science 🌐 French ⚖ 198 KB

Interest in the preparation and reactions of phosphorus compounds containing an epoxygrouping has been generated by the discovery of phosphonomycin ('I\_), a simple wide-spectrum antibiotic.' CH3 \/ "3"2 ,' '\ HI 'H 0 1 We wish to report the synthesis of epoxy-phospholanes and their rearrangement, c

Molecular rearrangements—XI: The acid-ca

Molecular rearrangements—XI: The acid-catalysed rearrangement of N-chloroacylarylamides

✍ M.Z.A. Badr; M.M. Aly; S.S. Salem 📂 Article 📅 1978 🏛 Elsevier Science 🌐 French ⚖ 242 KB

The acid-catalysed rearrangement of a di

The acid-catalysed rearrangement of a diterpenoid epoxide

✍ R.D.H. Murray; R.W. Mills; J.M. Young 📂 Article 📅 1971 🏛 Elsevier Science 🌐 French ⚖ 177 KB

Our observation' that CrO3-acetic acid oxidation of erythroxylol A epoxide (1) induced carbon-carbon bond cleavage , prompted us to study the effect of formic aciaas solvent. At least 13 compounds were formed but, surprisingly, the same

The mechanism of indazole formation by t

The mechanism of indazole formation by the polyphosphoric acid catalysed cyclisation of m- and p-nitrophenylhydrazones

✍ B. Robinson 📂 Article 📅 1967 🏛 Elsevier Science 🌐 French ⚖ 181 KB

Indazoles are formed (1,2,3) when the p-nitrophenylhydrazones of several acetophenones (1,2), benzaldehydes (21, beneophenones (2) and acetylated aromatic hydrocarbons (3) are treated with polyphosphoric acid (PPA) at an elevated temperature. The cyclisation step of this reaction has been postulated