Literature DB >> 18816138

Synthesis of D- and L-carbocyclic nucleosides via rhodium-catalyzed asymmetric hydroacylation as the key step.

Patricia Marcé1, Yolanda Díaz, M Isabel Matheu, Sergio Castillón.   

Abstract

D- and L-carbocyclic nucleosides were obtained by a new procedure involving an enantioselective rhodium/duphos-catalyzed hydroacylation reaction as the key step. The 3-hydroxymethyl-cyclopentanol intermediate was obtained by stereoselective reduction of ketone and by dynamic kinetic resolution (DKR).

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Year:  2008        PMID： 18816138     DOI： 10.1021/ol801791g

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


  6 in total

1.  A general protocol for radical anion [3 + 2] cycloaddition enabled by tandem Lewis acid photoredox catalysis.

Authors:  Adrian G Amador; Evan M Sherbrook; Zhan Lu; Tehshik P Yoon
Journal:  Synthesis (Stuttg)       Date:  2017-10-19       Impact factor: 3.157

2.  Nonnatural amino acid synthesis by using carbon-hydrogen bond functionalization methodology.

Authors:  Ly Dieu Tran; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-12       Impact factor: 15.336

3.  Studies toward welwitindolinones: formal syntheses of N-methylwelwitindolinone C isothiocyanate and related natural products.

Authors:  Tsung-Hao Fu; William T McElroy; Mariam Shamszad; Richard W Heidebrecht; Brian Gulledge; Stephen F Martin
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Enantioselective synthesis of polycyclic nitrogen heterocycles by Rh-catalyzed alkene hydroacylation: constructing six-membered rings in the absence of chelation assistance.

Authors:  Xiang-Wei Du; Avipsa Ghosh; Levi M Stanley
Journal:  Org Lett       Date:  2014-07-14       Impact factor: 6.005

5.  Strain-Release Heteroatom Functionalization: Development, Scope, and Stereospecificity.

Authors:  Justin M Lopchuk; Kasper Fjelbye; Yu Kawamata; Lara R Malins; Chung-Mao Pan; Ryan Gianatassio; Jie Wang; Liher Prieto; James Bradow; Thomas A Brandt; Michael R Collins; Jeff Elleraas; Jason Ewanicki; William Farrell; Olugbeminiyi O Fadeyi; Gary M Gallego; James J Mousseau; Robert Oliver; Neal W Sach; Jason K Smith; Jillian E Spangler; Huichin Zhu; Jinjiang Zhu; Phil S Baran
Journal:  J Am Chem Soc       Date:  2017-02-20       Impact factor: 15.419

6.  Selective Conversion of HMF into 3-Hydroxymethylcyclopentylamine through a One-Pot Cascade Process in Aqueous Phase over Bimetallic NiCo Nanoparticles as Catalyst.

Authors:  Beatriz Hurtado; Karen S Arias; Maria J Climent; Patricia Concepción; Avelino Corma; Sara Iborra
Journal:  ChemSusChem       Date:  2022-05-12       Impact factor: 9.140
  6 in total

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