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Regio- and stereoselective iodoacyloxylations of alkynes

journal contribution
posted on 2015-04-13, 00:00 authored by Daniel Priebbenow, R W Gable, J Baell
A new method for the regioselective and stereoselective iodoacyloxylation of alkynes has been developed. This protocol utilizes a combination of an iodobenzene dicarboxylate and iodine to functionalize a series of activated and unactivated alkynes in an entirely selective and predictable fashion. The resultant iodo-enol esters were subsequently coupled with boronic acids to afford tetrasubstituted alkene derivatives, which could be further converted to the corresponding 1,1-disubstituted acetophenone.

History

Journal

Journal of organic chemistry

Volume

80

Issue

9

Pagination

4412 - 4418

Publisher

American Chemical Society

Location

Washington, D.C.

eISSN

1520-6904

Language

eng

Publication classification

C1.1 Refereed article in a scholarly journal

Copyright notice

2015, American Chemical Society