Copper‐Catalyzed Synthesis of Tetrasubstituted Alkenes via Regio‐ and anti‐Selective Addition of Silylboronates to Internal Alkynes

As a new and complementary method for the synthesis of structurally defined tetrasubstituted alkenes, a copper‐catalyzed regio‐ and anti‐selective addition of silylboronates to unsymmetric internal alkynes has been developed. A variety of unactivated alkynes can be employed with high selectivity und...

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Bibliographic Details
Published in:Chemistry : a European journal 2021-05, Vol.27 (27), p.7512-7515
Main Authors: Moniwa, Hirokazu, Shintani, Ryo
Format: Article
Language:English
Subjects:
Alkenes
Alkynes
anti-addition
Chemical synthesis
Chemistry
Copper
regio-control
Selectivity
silylboration
tetrasubstituted alkenes
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Summary:As a new and complementary method for the synthesis of structurally defined tetrasubstituted alkenes, a copper‐catalyzed regio‐ and anti‐selective addition of silylboronates to unsymmetric internal alkynes has been developed. A variety of unactivated alkynes can be employed with high selectivity under simple and mild conditions, and the resulting products have been further functionalized by utilizing silyl and boryl groups on the alkene. A copper‐catalyzed regio‐ and anti‐selective addition of silylboronates to unsymmetric internal alkynes has been developed for the synthesis of structurally defined tetrasubstituted alkenes. A variety of unactivated alkynes can be employed with high selectivity under simple and mild conditions and the resulting products have been further functionalized by utilizing silyl and boryl groups on the alkene.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202100933