37
Views
21
CrossRef citations to date
0
Altmetric
Original Articles

Tributylphosphine Catalyzed O -Vinylation of 2-Hydroxy-3-methyl-2-cyclopenten-1-one

, &
Pages 545-548 | Published online: 27 Oct 2010
 

Abstract

Protonation of the highly reactive 1:1 intermediates produced in the reaction between tributylphosphine and dialkyl acetylenedicarboxylates by 2-hydroxy-3-methyl-2-cyclopenten-1-one leads to vinyltributylphosphonium salts, which undergo an addition-elimination reaction in CH 2 Cl 2 at room temperature to produce dialkyl 2-[(2-methyl-5-oxo-1-cyclopentenyl)-oxy]-2-butenedioates (1:1 mixtures of E and Z isomers) in fairly high yields.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.