Advanced search
Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 4
Submit an article Journal homepage
76
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

Reaction of 3-Alkenols with Thallium Trinitrate: An Unexpected and Useful Ring Contraction

Helena M. C. Ferraz Instituto de Química, Universidade de São Paulo, C.P. 26077 05599--970, São Paulo, SP, Brasil E-mail: [email protected]
,
Andréa P. Santos Instituto de Química, Universidade de São Paulo, C.P. 26077 05599--970, São Paulo, SP, Brasil E-mail: [email protected]
,
Luiz F. Silva Jr. Instituto de Química, Universidade de São Paulo, C.P. 26077 05599--970, São Paulo, SP, Brasil E-mail: [email protected]
&
Tiago de O. Vieira Instituto de Química, Universidade de São Paulo, C.P. 26077 05599--970, São Paulo, SP, Brasil E-mail: [email protected]
Pages 751-762 | Received 07 Jul 1999, Published online: 04 Dec 2007
 
Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days

Abstract

The first thallium trinitrate (TTN) mediated ring contraction of cyclic homoallylic alcohols, using a 1:1 mixture of AcOH and H2O as solvent, is described. The reaction of two of these alcohols with excess of TTN in pentane gave α-spirocyclopentyl-γ-butirolactones in reasonable 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:

Order Reprints Request Corporate Permissions

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:

Request Academic Permissions

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.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.