𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A somersaulting rearrangement : formation of a rearranged acetylene via a foiled carbene

✍ Scribed by David W. Jones; Robert J. Marmon

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
114 KB
Volume
30
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Acetylene (3) is formed by the novel reaction of a foiled carbene (6).

We have described the efficient (ca. 80% yield) conversion of (1; X = Br or H) into ( ) and ( ) (ratio 4.2:1) upon treatment with "BuLi.' Two mechanisms can be envisaged for the formation of the

πŸ“œ SIMILAR VOLUMES

Formation of yohimbanones via a novel re
Formation of yohimbanones via a novel rearrangement
✍ Michael S Leonard; Diane B Hauze; Patrick J Carroll; Madeleine M JoulliΓ© πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 161 KB

An investigation of the reaction of tryptophan and its methyl ester with ninhydrin has been conducted. In the reaction of tryptophan with ninhydrin only one product, yohimbanone (1), is isolated. In contrast, an intermediate, Pictet -Spengler product 3, is isolated from the reaction of tryptophan me

A surprising rearrangement of a carbeneξ—Έ
A surprising rearrangement of a carbeneξ—Έethylene sulfide ylide
✍ Eunju Lee Tae; Zhendong Zhu; Matthew S Platz πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 263 KB

Efficient synthesis of benzofuroquinolizine ketone 1 was accomplished in four steps from ethyl 3benzofuranacetate. The O-analogue of the Pictet-Spengler cyclization was used to form the benzofuroquinolizine ring structure as a key step.