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New skeletal rearrangements of C and D rings of a 13-oxobaccatin III derivative

✍ Scribed by Raphaële Marder-Karsenti; Joëlle Dubois; Angèle Chiaroni; Claude Riche; Daniel Guénard; Françoise Guéritte; Pierre Potier

Book ID
104208980
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
728 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

13-Oxobaccatin III (4) was oxidized to 7,13-dioxo D-secobaccatin III (5). This compound, when treated with base or cyanide ion, underwent rearrangements involving the rupture of the C-7,C-8 bond, the migration of the benzoyl and acetyl groups and intramolecular formation of new rings. Four new compounds were isolated and fully characterized.

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Mass spectrometry of isoxazole derivativ
Mass spectrometry of isoxazole derivatives—III: Skeletal rearrangement ions in the mass spectra of isoxazoles having a heteroatom at C5
✍ Tarozaemon Nishiwaki 📂 Article 📅 1971 🏛 John Wiley and Sons 🌐 English ⚖ 535 KB

## Abstract Two skeletal rearrangements of the type[ABC]^+.^→[AC]^+.^ + B previously found in the mass spectra of 5‐alkoxyisoxazoles are also seen for 5‐amino‐ and 5‐alkylmercapto‐isoxazoles. They are discussed in terms of formation of an azirine ion and its ring expansion to an odd electron ion ha