Literature DB >> 12047156

Asymmetric synthesis of syn- and anti-1,3-amino alcohols.

Takuya Kochi1, Tony P Tang, Jonathan A Ellman.   

Abstract

The first application of metalloenamines derived from N-sulfinyl imines is reported for the highly diastereoselective addition to aldehydes. Reduction of the beta-hydroxy-N-sulfinyl imine products with catecholborane and LiBHEt3 provides syn- and anti-1,3-amino alcohol derivatives, respectively, with very high diastereomeric ratios.

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Year:  2002        PMID： 12047156     DOI： 10.1021/ja026292g

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


  4 in total

1.  Asymmetric Synthesis of γ-Amino Alcohols by Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Stephen L Buchwald
Journal:  Org Lett       Date:  2019-10-18       Impact factor: 6.005

2.  Stereochemical assignment of the protein-protein interaction inhibitor JBIR-22 by total synthesis.

Authors:  Alan R Healy; Miho Izumikawa; Alexandra M Z Slawin; Kazuo Shin-Ya; Nicholas J Westwood
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-04       Impact factor: 15.336

3.  Stereochemical Assignment of the Protein-Protein Interaction Inhibitor JBIR-22 by Total Synthesis.

Authors:  Alan R Healy; Miho Izumikawa; Alexandra M Z Slawin; Kazuo Shin-Ya; Nicholas J Westwood
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-02-04

4.  Synthesis of cis- and trans-3-aminocyclohexanols by reduction of β-enaminoketones.

Authors:  Iris Montoya Balbás; Blanca Eda Domínguez Mendoza; Mario Fernández-Zertuche; Mario Ordoñez; Irma Linzaga-Elizalde
Journal:  Molecules       Date:  2011-12-27       Impact factor: 4.411
  4 in total

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