Literature DB >> 23808573

Domino elimination/nucleophilic addition in the synthesis of chiral pyrrolidines.

MariFe Flores1, Pilar García-García, Narciso M Garrido, Isidro S Marcos, Francisca Sanz-González, David Díez.   

Abstract

Polyhydroxylated pyrrolidines have been synthesized in a one-pot procedure by the addition of an organometallic reagent to isoxazolidines obtained by a 1,3-dipolar cycloaddition between nitrones and vinylsulfones. This method highlights sulfone reactivity and provides an easy approach for the preparation of chiral pyrrolidines using cyclic imines as key intermediates.

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Year:  2013        PMID: 23808573     DOI: 10.1021/jo400873c

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Reactions of Allylmagnesium Reagents with Carbonyl Compounds and Compounds with C═N Double Bonds: Their Diastereoselectivities Generally Cannot Be Analyzed Using the Felkin-Anh and Chelation-Control Models.

Authors:  Nicole D Bartolo; Jacquelyne A Read; Elizabeth M Valentín; K A Woerpel
Journal:  Chem Rev       Date:  2020-01-06       Impact factor: 60.622

2.  Crystal structure of (2R*,3aR*)-2-phenyl-sulfonyl-2,3,3a,4,5,6-hexa-hydro-pyrrolo-[1,2-b]isoxazole.

Authors:  Yaiza Hernández; Isidro Marcos; Narciso M Garrido; Francisca Sanz; David Diez
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-01-01
  2 in total

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