Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 46, 2016 - Issue 15
232
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Indium(III) chloride–catalyzed facile synthesis of oxabicyclo[3.3.1]nonenes via (3,5)-oxonium-ene cyclization

&
Pages 1257-1262 | Received 11 Mar 2016, Published online: 22 Jul 2016
 

ABSTRACT

A practical and convenient method for the synthesis of oxabicyclo[3.3.1]nonenes has been developed using InCl3 (20 mol%) under mild conditions from aldehydes and R-(+)-limonene. Corresponding oxabicyclic compounds were obtained in high yields via (3,5)-oxonium-ene reaction. This protocol tolerates a wide range of substituents and functional groups. Mild reaction conditions, shorter time, and convenient workup makes this methodology practical.

GRAPHICAL ABSTRACT

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.