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Synthesis 2017; 49(19): 4523-4534
DOI: 10.1055/s-0036-1589062
DOI: 10.1055/s-0036-1589062
paper
Zirconium-Catalyzed Alkyne Carbo- and Cycloalumination Reactions in Stereoselective Preparation of 1-Alkenyl Selenides
This work was supported by the Russian Foundation for Basic Research (Grant No. 16-33-60167 and 16-33-00403), which are gratefully acknowledged.Further Information
Publication History
Received: 19 May 2017
Accepted after revision: 25 May 2017
Publication Date:
20 July 2017 (online)
Abstract
The Cp2ZrCl2-catalyzed methylalumination and сycloalumination of 1-alkynyl selenides followed by deuterolysis or hydrolysis affords corresponding (Z)-1-alkenyl selenides in high yields. Alternatively, (E)-1-alkenyl selenides were prepared by the reaction of 1-alkenylaluminums with organic diselenides in a one-pot procedure starting from the corresponding 1-alkynes, which provides a versatile tool for the preparation of stereo-defined unsaturated organic derivatives of selenium.
Key words
alkynyl selenides - alkenyl selenides - vinyl selenides - alkenylaluminums - methylalumination - сycloalumination - zirconocene catalysisSupporting Information
- Supporting information for this article is available online at https://doi.org /10.1055/s-0036-1589062.
- Supporting Information
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