Literature DB >> 16953603

A convergent and enantioselective synthesis of (+)-amurensinine via selective C-H and C-C bond insertion reactions.

Uttam K Tambar1, David C Ebner, Brian M Stoltz.   

Abstract

A convergent and enantioselective synthesis of the natural product amurensinine is described. The synthetic strategy takes advantage of mild and selective C-H and C-C bond insertion reactions, in addition to the palladium-catalyzed aerobic oxidative kinetic resolution recently developed in these laboratories.

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Year:  2006        PMID： 16953603      PMCID： PMC2529249          DOI： 10.1021/ja0651815

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  16 in total

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Journal:  J Am Chem Soc       Date:  2002-11-06       Impact factor: 15.419

6.  Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation.

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Journal:  J Am Chem Soc       Date:  2005-10-05       Impact factor: 15.419

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Review 8.  Understanding and exploiting C-H bond activation.

Authors:  Jay A Labinger; John E Bercaw
Journal:  Nature       Date:  2002-05-30       Impact factor: 49.962

9.  An experimentally derived model for stereoselectivity in the aerobic oxidative kinetic resolution of secondary alcohols by (sparteine)PdCl2.

Authors:  Raissa M Trend; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2004-04-14       Impact factor: 15.419

10.  Palladium-catalyzed enantioselective oxidation of alcohols: a dramatic rate acceleration by Cs2CO3/t-BuOH.

Authors:  Jeffrey T Bagdanoff; Eric M Ferreira; Brian M Stoltz
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005
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  11 in total

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2.  Palladium-catalyzed enantioselective oxidation of chiral secondary alcohols: access to both enantiomeric series.

Authors:  David C Ebner; Raissa M Trend; Cédric Genet; Matthew J McGrath; Peter O'Brien; Brian M Stoltz
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Journal:  Chemistry       Date:  2009-12-07       Impact factor: 5.236

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7.  Recent Applications of Imines as Key Intermediates in the Synthesis of Alkaloids and Novel Nitrogen Heterocycles.

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Journal:  Pure Appl Chem       Date:  2009       Impact factor: 2.453

8.  Sequential cycloaddition and ring expansion reaction of arynes and methylenebenzothiopheneones: synthesis of a benzo-fused eight-membered ring via sulfonium ylides.

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Journal:  J Am Chem Soc       Date:  2014-02-18       Impact factor: 15.419
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