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Synfacts 2023; 19(07): 0671
DOI: 10.1055/s-0042-1752618
DOI: 10.1055/s-0042-1752618
Metals in Synthesis
Enantioselective Copper-Catalyzed Three-Component Synthesis of Z,Z-Multifunctional-1,5-dienes
Authors
Piñeiro-Suárez M,
Álvarez-Constantino AM,
Fañanás-Mastral M.
*
Universidade de Santiago de Compostela, Spain
Copper-Catalyzed Enantioselective Borylative Allyl–Allyl Coupling of Allenes and Allylic gem-Dichlorides.
ACS Catal. 2023;
13: 5578-5583
DOI: 10.1021/acscatal.3c00536
Copper-Catalyzed Enantioselective Borylative Allyl–Allyl Coupling of Allenes and Allylic gem-Dichlorides.
ACS Catal. 2023;
13: 5578-5583
DOI: 10.1021/acscatal.3c00536
Significance
The group of Fañanás-Mastral reports a highly chemo-, regio-, enantio- and diasteroselective copper-catalyzed synthesis of multifunctional internal 1,5-dienes. This reaction has a large functional group tolerance and the products could be easily transformed into more complex structure for example using coupling reactions.
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Comment
The authors explain the high level of enantio- and diasteroselectivity observed in this transformation by non-convalent substrate–ligand interactions. This result is supported by DFT calculations.
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Publication History
Article published online:
16 June 2023
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