Application of a novel directing effect in an organocopper/orthoester reaction 
to the synthesis of deuterium labeled unsaturated esters

Shattuck, James C.; Svatoš, Aleš; Blazey, Charles M.; Meinwald, Jerrold

doi:10.1016/S0040-4039(97)01599-2

Item

ITEM ACTIONSEXPORT

Add to Basket

Local TagsRelease HistoryDetailsSummary

Released

Journal Article

Application of a novel directing effect in an organocopper/orthoester reaction to the synthesis of deuterium labeled unsaturated esters

MPS-Authors

/persons/resource/persons4203

Svatoš, Aleš
Research Group Mass Spectrometry, MPI for Chemical Ecology, Max Planck Society;

External Resource

No external resources are shared

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

Fulltext (public)

There are no public fulltexts stored in PuRe

Supplementary Material (public)

There is no public supplementary material available

Citation

Shattuck, J. C., Svatoš, A., Blazey, C. M., & Meinwald, J. (1997). Application of a novel directing effect in an organocopper/orthoester reaction to the synthesis of deuterium labeled unsaturated esters. Tetrahedron Letters, 38(39), 6803-6806. doi:10.1016/S0040-4039(97)01599-2.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0012-B41C-6

Abstract

A new short and highly flexible pathway to derivatives 3a-d and 5 dihydro-12-oxo-phytodienoic acid, using an electrochemical CC bond coupling in an one-step procedure, is described. Jasmonic acid can be coupled with carboxylic acids in a mixed Kolbe electrolysis in acceptable yields. Functional groups are tolerated and, hence, the method offers a simple route to the title compounds which are otherwise difficult to prepare.