Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates | Zendy

Carlos JaravaBarrera | Zendy; Alejandro Parra | Zendy; Aurora López | Zendy; Fabio CruzAcosta | Zendy; Daniel ColladoSanz | Zendy; Diego J. Cárdenas | Zendy; Mariola Tortosa | Zendy

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Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates

Author(s) -

Carlos JaravaBarrera,

Alejandro Parra,

Aurora López,

Fabio CruzAcosta,

Daniel ColladoSanz,

Diego J. Cárdenas,

Mariola Tortosa

Publication year - 2015

Publication title -

acs catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 4.898

H-Index - 198

ISSN - 2155-5435

DOI - 10.1021/acscatal.5b02742

Subject(s) - aromatization , enantioselective synthesis , catalysis , copper , chemistry , quinone , organic chemistry , combinatorial chemistry

In this report, we establish that DM-Segphos copper(I) complexes are efficient catalysts for the enantioselective borylation of para -quinone methides. This method provides straightforward access to chiral monobenzylic and dibenzylic boronic esters, with enantiomeric ratios up to 96:4, using a commercially available chiral phosphine. Standard manipulations of the C-B bond afford a variety of chiral diaryl derivatives.

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