Literature DB >> 19057758

Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation-carbonyl ene cyclization process.

Bernhard Breit1, Aurélien Bigot.   

Abstract

A practical one-pot process involving a desymmetrizing hydroformylation with the aid of a chiral catalyst-directing group (CDG*), followed by a carbonyl ene cyclization provides a straightforward access to both enantiomers of the resulting cyclohexanediol; further divergent, highly selective and protecting group-free transformations furnish the carbocyclic analogues of four important 2,6-dideoxysugars.

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Year:  2008        PMID: 19057758     DOI: 10.1039/b817786d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Structural characterization of O- and C-glycosylating variants of the landomycin glycosyltransferase LanGT2.

Authors:  Heng Keat Tam; Johannes Härle; Stefan Gerhardt; Jürgen Rohr; Guojun Wang; Jon S Thorson; Aurélien Bigot; Monika Lutterbeck; Wolfgang Seiche; Bernhard Breit; Andreas Bechthold; Oliver Einsle
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-07       Impact factor: 15.336

2.  Regioselective hydroformylation of allylic alcohols.

Authors:  Thomas E Lightburn; Omar A De Paolis; Ka H Cheng; Kian L Tan
Journal:  Org Lett       Date:  2011-04-19       Impact factor: 6.005

3.  A Route to Lipid ALC-0315: a Key Component of a COVID-19 mRNA Vaccine.

Authors:  Fariba Saadati; Silvia Cammarone; Marco A Ciufolini
Journal:  Chemistry       Date:  2022-07-04       Impact factor: 5.020

  3 in total

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