Literature DB >> 18522393

Activation of functional arylzincs prepared from aryl iodides and highly enantioselective addition to aldehydes.

Albert M DeBerardinis1, Mark Turlington, Lin Pu.   

Abstract

An easily available chiral ligand ( S)- 1 is found to activate the nucleophilic reaction of the arylzincs prepared in situ from the reaction of aryl iodides with Et(2)Zn. Both high yields and high enantioselectivity (up to >99% ee) for the reaction of these arylzincs with a variety of aldehydes are obtained. The mild reaction conditions and the good functional group tolerance make this catalytic asymmetric process synthetically useful.

Entities:  

Year:  2008        PMID: 18522393     DOI: 10.1021/ol8008478

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Practical catalytic asymmetric synthesis of diaryl-, aryl heteroaryl-, and diheteroarylmethanols.

Authors:  Luca Salvi; Jeung Gon Kim; Patrick J Walsh
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419

2.  Catalytic enantioselective aryl transfer to aldehydes using chiral 2,2'-bispyrrolidine-based salan ligands.

Authors:  Xuefeng Jia; Aijun Lin; Zhijie Mao; Chengjian Zhu; Yixiang Cheng
Journal:  Molecules       Date:  2011-04-06       Impact factor: 4.411

3.  Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters.

Authors:  Yasunori Yamamoto; Tomohiko Shirai; Momoko Watanabe; Kazunori Kurihara; Norio Miyaura
Journal:  Molecules       Date:  2011-06-17       Impact factor: 4.411

Review 4.  Asymmetric functional organozinc additions to aldehydes catalyzed by 1,1'-bi-2-naphthols (BINOLs).

Authors:  Lin Pu
Journal:  Acc Chem Res       Date:  2014-04-16       Impact factor: 22.384

  4 in total

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