Literature DB >> 16925396

Bisoxazolidine-catalyzed enantioselective alkynylation of aldehydes.

Christian Wolf1, Shuanglong Liu.   

Abstract

A C2-symmetric bisoxazolidine derived from aminoindanol has been successfully applied in the asymmetric alkynylation of aldehydes. The ligand is readily available, has a wide substrate scope, and catalyzes the formation of chiral propargylic alcohols with excellent yields and enantioselectivties.

Entities:  

Year:  2006        PMID： 16925396     DOI： 10.1021/ja062711o

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  8 in total

1.  The Enantioselective Addition of Alkyne Nucleophiles to Carbonyl Groups.

Authors:  Barry M Trost; Andrew H Weiss
Journal:  Adv Synth Catal       Date:  2009-05       Impact factor: 5.837

2.  Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.

Authors:  Max Moskowitz; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

3.  Development of Zn-ProPhenol-catalyzed asymmetric alkyne addition: synthesis of chiral propargylic alcohols.

Authors:  Barry M Trost; Mark J Bartlett; Andrew H Weiss; Axel Jacobi von Wangelin; Vincent S Chan
Journal:  Chemistry       Date:  2012-10-23       Impact factor: 5.236

4.  1,1'-Binaphthyl Ligands with Bulky 3,3'-Tertiaryalkyl Substituents for the Asymmetric Alkyne Addition to Aromatic Aldehydes.

Authors:  Qin Wang; Shan-Yong Chen; Xiao-Qi Yu; Lin Pu
Journal:  Tetrahedron       Date:  2007-05-21       Impact factor: 2.457

5.  Catalytic enantioselective nucleophilic addition of ynamides to aldehydes.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Chem Commun (Camb)       Date:  2014-02-12       Impact factor: 6.222

6.  Efficient Access to Multifunctional Trifluoromethyl Alcohols through Base-Free Catalytic Asymmetric C-C Bond Formation with Terminal Ynamides.

Authors:  Andrea M Cook; Christian Wolf
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-25       Impact factor: 15.336

7.  A General Asymmetric Synthesis of (R)-Matsutakeol and Flavored Analogs.

Authors:  Jia Liu; Honglian Li; Chao Zheng; Shichao Lu; Xianru Guo; Xinming Yin; Risong Na; Bin Yu; Min Wang
Journal:  Molecules       Date:  2017-02-27       Impact factor: 4.411

Review 8.  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
  8 in total

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