Gold‐Catalyzed Atroposelective Synthesis of 1,1′‐Binaphthalene‐2,3′‐diols

2020 | journal article. A publication with affiliation to the University of Göttingen.

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​Gold‐Catalyzed Atroposelective Synthesis of 1,1′‐Binaphthalene‐2,3′‐diols​
Zhang, J.; Simon, M.; Golz, C. & Alcarazo, M.​ (2020) 
Angewandte Chemie International Edition59(14) pp. 5647​-5650​.​ DOI: https://doi.org/10.1002/anie.201915456 

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Authors
Zhang, Jianwei; Simon, Martin; Golz, Christopher; Alcarazo, Manuel
Abstract
Abstract A highly atroposelective (up to 97 % ee ) Au‐catalyzed synthesis of 1,1′‐binaphthalene‐2,3′‐diols is reported starting from a range of substituted benzyl alkynones. Essential for the achievement of high enantioselectivity during the key assembly of the naphto‐3‐ol unit is the use of TADDOL‐derived α‐cationic phosphonites as ancillary ligands. Preliminary results demonstrate that the transformation of the obtained binaphthyls into axially chiral monodentate phosphines is possible without degradation of enantiopurity.
Issue Date
2020
Journal
Angewandte Chemie International Edition 
ISSN
1433-7851
eISSN
1521-3773
Language
English
Sponsor
Deutsche Forschungsgemeinschaft https://doi.org/10.13039/501100001659

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