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Synthesis 2017; 49(13): 2913-2916
DOI: 10.1055/s-0036-1558967
DOI: 10.1055/s-0036-1558967
special topic
E/Z-Selectivity Controlled by Participation of Internal Oxy Group During Electrophilic Substitution of Alk-1-enylboronate with Bis(2,4,6-trimethylpyridine)iodonium Salt
Further Information
Publication History
Received: 26 December 2016
Accepted after revision: 16 February 2017
Publication Date:
14 March 2017 (online)
Abstract
Stereospecific inversion of configuration was observed in electrophilic iodo-substitution of 4-benzoyloxybut-1-enylboronate using bis(2,4,6-trimethylpyridine)iodine(I) salt, rationalized by participation of the internal benzoyloxy group.
Key words
alkenylboronate - iodoalkene - neighboring group participation - E/Z-selectivity - iodoniumSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1558967.
- Supporting Information
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