OXIDATION OF NATURAL TARGETS BY DIMETHYL DIOXIRANE - REGIO AND STEREOSPECIFIC REACTIONS ON ENOL DOUBLE-BOND OF BIOACTIVE NOR QUINONE METHIDE TRITERPENES

Authors
GONZALEZ AG ALVARENGA NL ESTEVEZBRAUN A RAVELO AG ESTEVEZREYES R
Citation
Ag. Gonzalez et al., OXIDATION OF NATURAL TARGETS BY DIMETHYL DIOXIRANE - REGIO AND STEREOSPECIFIC REACTIONS ON ENOL DOUBLE-BOND OF BIOACTIVE NOR QUINONE METHIDE TRITERPENES, Tetrahedron, 52(32), 1996, pp. 10667-10672
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
32
Year of publication
1996
Pages
10667 - 10672
Database
ISI
SICI code
0040-4020(1996)52:32<10667:OONTBD>2.0.ZU;2-P
Abstract
Nor quinone methide triterpenes, like pristimerin and tingenone, posse ss one enol double bond (C-3-C-4) They also have an extended conjugati on with an additional double bond (C-7-C-8). When these compounds are treated with dimethyl dioxirane, regio and stereoespecific oxidation o ccurs only on the enol double bond. Copyright (C) 1996 Elsevier Scienc e Ltd