UNIGE document Scientific Article - Letter
previous document  unige:130489  next document
add to browser collection
Title

The Cyanide Catalyzed Isomerization of Enol Esters Derived from Cyclic 1,3-Diketones

Authors
Montes, Imber Flores
Published in Tetrahedron Letters. 1996, vol. 37, no. 7, p. 1007-1010
Abstract Cross-over experiments unveil that the mechanism of the title reaction consists in cleavage of enol esters by cyanide with transient formation of acyl cyanides. These react as ‘soft’ C-acylating agents with the enolates freed in the initial step. Use is made of the acyl cyanide derived from pyrrole-2-carboxylic acid to set up the triketide type skeleton 12 of the antibiotic pyoluteorin 16. The aromatization of 12 with mercuric acetate gave the pyrrolo[a]indolone 18.
Identifiers
Full text
Structures
Project FNS: 20-39'247.93
Citation
(ISO format)
MONTES, Imber Flores, BURGER, Ulrich. The Cyanide Catalyzed Isomerization of Enol Esters Derived from Cyclic 1,3-Diketones. In: Tetrahedron Letters, 1996, vol. 37, n° 7, p. 1007-1010. doi: 10.1016/0040-4039(95)02362-3 https://archive-ouverte.unige.ch/unige:130489

9 hits

0 download

Update

Deposited on : 2020-02-12

Export document
Format :
Citation style :