Literature DB >> 16321016

Tandem directed lithiations of N-Boc-1,2-dihydropyridines toward highly functionalized 2,3-dihydro-4-pyridones.

Damian W Young1, Daniel L Comins.   

Abstract

[chemical reaction: see text]. Sequential tandem directed lithiations of an N-Boc-4-methoxy-1,2-dihydropyridine have been achieved, leading to C-5,C-6 disubstituted dihydropyridones on acidic workup. The chlorine atom of the dihydropyridone products can in turn be substituted giving rise to diverse substituents at C-6.

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Year:  2005        PMID： 16321016     DOI： 10.1021/ol052313a

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


  4 in total

1.  Stereocontrolled synthesis of vicinally functionalized piperidines by nucleophilic β-addition of alkyllithiums to α-aryl substituted piperidine enecarbamates.

Authors:  Timothy K Beng; Hironori Takeuchi; Manuel Weber; Richmond Sarpong
Journal:  Chem Commun (Camb)       Date:  2015-05-04       Impact factor: 6.222

2.  Enantioselective rhodium-catalyzed [2 + 2 + 2] cycloadditions of terminal alkynes and alkenyl isocyanates: mechanistic insights lead to a unified model that rationalizes product selectivity.

Authors:  Derek M Dalton; Kevin M Oberg; Robert T Yu; Ernest E Lee; Stéphane Perreault; Mark Emil Oinen; Melissa L Pease; Guillaume Malik; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

3.  N-acyldihydropyridones as synthetic intermediates. A stereoselective synthesis of acyclic amino alcohols containing multiple chiral centers.

Authors:  W Stephen McCall; Teresa Abad Grillo; Daniel L Comins
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

4.  Microwave-assisted synthesis of novel 2,3-dihydro-4-pyridinones.

Authors:  Bahjat A Saeed; Rita S Elias; Wisam A Radhi
Journal:  Molecules       Date:  2010-11-17       Impact factor: 4.411
  4 in total

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