A CATALYTIC TELLURIUM PROCESS FOR THE TRANSPOSITION OF ALLYLIC HYDROXYL-GROUPS AND CARBON-CARBON DOUBLE-BONDS

Authors
KUMAR A DITTMER DC
Citation
A. Kumar et Dc. Dittmer, A CATALYTIC TELLURIUM PROCESS FOR THE TRANSPOSITION OF ALLYLIC HYDROXYL-GROUPS AND CARBON-CARBON DOUBLE-BONDS, Tetrahedron letters, 35(31), 1994, pp. 5583-5586
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
31
Year of publication
1994
Pages
5583 - 5586
Database
ISI
SICI code
0040-4039(1994)35:31<5583:ACTPFT>2.0.ZU;2-V
Abstract
As little as 0.1 molar equivalent of elemental tellurium in combinatio n with excess (up to 3 molar equivalents) reducing agent (HOCH2SO2Na.2 H2O, NaBH4, or LiEt(3)BH) effects the telluride-ion mediated transposi tion of allylic hydroxyl groups and carbon-carbon double bonds that pr oceeds via the epoxy tosylate. The workup is much more convenient than when a molar equivalent of tellurium is used.