Literature DB >> 16836362

Formation and reactivity of novel pyranosidic nicholas oxocarbenium ions: access to C-ketosides and branched-chain C-ketosides.

Ana M Gómez1, Clara Uriel, Serafín Valverde, J Cristóbal López.   

Abstract

[Structure: see text] Dicobalt hexacarbonyl propargyl complexes, prepared from alkynyl ketoses, display an unexpected reactivity when treated with Lewis acids in the presence of nucleophiles and furnish C-ketosides, branched-chain C-ketosides, or branched-chain C-glycals depending on the nucleophile and the carbohydrate starting material.

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Year:  2006        PMID: 16836362     DOI: 10.1021/ol060929+

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Generation and Reactions of a Benzodehydrotropylium Ion-Co2(CO)6 Complex.

Authors:  Mariam A Mehdi; Eric A C Bushnell; Sahar Nikoo; James W Gauld; James R Green
Journal:  ACS Omega       Date:  2019-10-28

2.  Extension of the 5-alkynyluridine side chain via C-C-bond formation in modified organometallic nucleosides using the Nicholas reaction.

Authors:  Renata Kaczmarek; Dariusz Korczyński; James R Green; Roman Dembinski
Journal:  Beilstein J Org Chem       Date:  2020-01-02       Impact factor: 2.883

  2 in total

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