Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 10
52
Views
2
CrossRef citations to date
0
Altmetric
Original Articles

A Stereoselective Synthesis Of Methyl Trans- 3 - (2, 2 -Dichloroethenyl)- 2, 2 - Dimethylcyclopropanecarboxylate

, , , &
Pages 1653-1659 | Accepted 03 Oct 1998, Published online: 17 Sep 2007
 

Abstract

A convenient method is described for the stereoselective synthesis of methyl trans - 3 - (2, 2 -dichloroethenyl) - 2, 2 - dimethylcyclopropanecarboxylate (5) via methyl 3, 3 - dimethyl - 4, 6, 6, 6 -tetrachlorohexanoate (4) as a key intermediate, which was obtained by addition of carbon tetrachloride to methyl 3,3-dimethyl-4-pentenoate (3). Treatment of (4) with sodium methoxide in a single-vessel via methyl 4,6,6-trichloro-3.3-climethyl-5-hexenoate (6) gave trans-rich (5) in excellent yield.

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.