CONVENIENT WACKER OXIDATIONS WITH SUBSTOICHIOMETRIC CUPRIC ACETATE

Authors
SMITH AB CHO YS FRIESTAD GK
Citation
Ab. Smith et al., CONVENIENT WACKER OXIDATIONS WITH SUBSTOICHIOMETRIC CUPRIC ACETATE, Tetrahedron letters, 39(48), 1998, pp. 8765-8768
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
48
Year of publication
1998
Pages
8765 - 8768
Database
ISI
SICI code
0040-4039(1998)39:48<8765:CWOWSC>2.0.ZU;2-K
Abstract
A modification of the Wacker oxidation of terminal olefins to methyl k etones using substoichiometric amounts of Cu(OAc)(2) as a redox shuttl e reagent is described. The modified procedure is generally high yield ing despite reduced levels of copper salt and convenient. Importantly, in a problematic case, the conditions suppressed acidic hydrolysis du ring oxidation of substrate (+)-5 containing an acetonide. (C) 1998 El sevier Science Ltd. All rights reserved.