Triphenylphosphine-mediated olefination of aldehydes with (Z)-(2-acetoxyalk-1-enyl)phenyl-lambda(3)-iodanes: generation and reaction of (2-oxoalkyl)phenyl-lambda(3)-iodanes

Authors
Ochiai, M Nishi, Y Nishitani, J Chen, DW Hashimoto, S Tsuchimoto, Y
Citation
M. Ochiai et al., Triphenylphosphine-mediated olefination of aldehydes with (Z)-(2-acetoxyalk-1-enyl)phenyl-lambda(3)-iodanes: generation and reaction of (2-oxoalkyl)phenyl-lambda(3)-iodanes, CHEM COMMUN, (13), 2000, pp. 1157-1158
Citations number
19
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
13
Year of publication
2000
Pages
1157 - 1158
Database
ISI
SICI code
1359-7345(2000):13<1157:TOOAW(>2.0.ZU;2-H
Abstract
(Z)-(2-Acetoxyalk-1-enyl)phenyl-lambda(3)-iodanes, on treatment with trieth ylamine in methanol in the presence of triphenylphosphine, undergo Wittig o lefination with aldehydes, which involves the intermediacy of alpha-iodanyl ketones generated by in situ protonation of monocarbonyl iodonium ylides.