Literature DB >> 30994667

Friedel-Crafts alkylation with α-bromoarylacetates for the preparation of enantioenriched 2,2-diarylethanols.

Yongtae Kim1, Yun Soo Choi, Su Kyung Hong, Yong Sun Park.   

Abstract

Highly enantioenriched 2,2-diarylethanols can be efficiently synthesized through the Friedel-Crafts alkylation of (hetero)arenes with configurationally labile α-bromoarylacetates. The substitution of highly diastereoenriched α-bromoarylacetates occurs in the presence of AgOTf, and the subsequent reduction affords diverse 2,2-diarylethanols with high yields and enantioselectivities up to 99 : 1 er. In addition, the application of this asymmetric synthetic methodology to the preparation of highly enantioenriched dihydrobenzofuran and indoline derivatives is demonstrated.

Entities:  

Year:  2019        PMID: 30994667     DOI: 10.1039/c9ob00706g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides.

Authors:  Sii Hong Lau; Meredith A Borden; Talia J Steiman; Lucy S Wang; Marvin Parasram; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2021-09-20       Impact factor: 15.419

  1 in total

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