Highly Regio- and Stereoselective Synthesis of Boron-Substituted Enynes via Copper-Catalyzed Borylation of Conjugated Diynes

Highly Regio- and Stereoselective Synthesis of Boron-Substituted Enynes via Copper-Catalyzed Borylation of Conjugated Diynes

A mild copper-catalyzed regio- and stereoselective monoborylation of conjugated diynes with bis­(pinacolato)­diboron that affords enynyl­boronates is reported. The reaction is efficient for different types of conjugated diynes including unsymmetrical diynes and produces enynylboron compounds with hi...

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Veröffentlicht in:Organic letters 2015-02, Vol.17 (4), p.860-863
Hauptverfasser: Li, DingXi, Kim, Yeong Eun, Yun, Jaesook
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Kim, Yeong Eun
Yun, Jaesook
description A mild copper-catalyzed regio- and stereoselective monoborylation of conjugated diynes with bis­(pinacolato)­diboron that affords enynyl­boronates is reported. The reaction is efficient for different types of conjugated diynes including unsymmetrical diynes and produces enynylboron compounds with high and complementary regioselectivity compared with classical hydrometalation reactions. In particular, the reactions of internal conjugated diynes with a silyl substitution produced highly functionalized enynes with high regio- and stereoselectivity, which can be used in further transformations.
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title Highly Regio- and Stereoselective Synthesis of Boron-Substituted Enynes via Copper-Catalyzed Borylation of Conjugated Diynes
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