Literature DB >> 30393409

Asymmetric hetero Diels-Alder route to quaternary carbon centers: synthesis of (-)-malyngolide.

Arun K Ghosh1, Michio Shirai1.   

Abstract

Conformationally constrained chiral bis(oxazoline)-metal complex catalyzed asymmetric hetero Diels-Alder reactions of Danishefsky's diene and a variety of α-keto esters constructed quaternary carbon centers enantioselectively. The reaction was utilized in the synthesis of (-)-malyngolide.

Entities:  

Year:  2001        PMID： 30393409      PMCID： PMC6214206          DOI： 10.1016/S0040-4039(01)01227-8

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  4 in total

Review 1.  The Catalytic Enantioselective Construction of Molecules with Quaternary Carbon Stereocenters.

Authors:  Elias J Corey; Angel Guzman-Perez
Journal:  Angew Chem Int Ed Engl       Date:  1998-03-02       Impact factor: 15.336

Review 2.  Chiral bis(oxazoline) copper(II) complexes: versatile catalysts for enantioselective cycloaddition, Aldol, Michael, and carbonyl ene reactions.

Authors:  J S Johnson; D A Evans
Journal:  Acc Chem Res       Date:  2000-06       Impact factor: 22.384

3.  Asymmetric synthesis of quaternary centers. Total synthesis of (-)-malyngolide.

Authors:  B M Trost; W Tang; J L Schulte
Journal:  Org Lett       Date:  2000-12-14       Impact factor: 6.005

4.  SYNTHETIC STUDIES OF ANTITUMOR MACROLIDE LAULIMALIDE: ENANTIOSELECTIVE SYNTHESIS OF THE C3-C14 SEGMENT BY A CATALYTIC HETERO DIELS-ALDER STRATEGY.

Authors:  Arun K Ghosh; Packiarajan Mathivanan; John Cappiello
Journal:  Tetrahedron Lett       Date:  2000-03-17       Impact factor: 2.415
  4 in total
  1 in total

1.  Investigation of the Anti-Methicillin-Resistant Staphylococcus aureus Activity of (+)-Tanikolide- and (+)-Malyngolide-Based Analogues Prepared by Asymmetric Synthesis.

Authors:  Joseph Breheny; Cian Kingston; Robert Doran; Joao Anes; Marta Martins; Séamus Fanning; Patrick J Guiry
Journal:  Int J Mol Sci       Date:  2021-06-15       Impact factor: 5.923
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.