Literature DB >> 20196615

Concise total synthesis of (+/-)-lycopladine A.

John E DeLorbe1, Monica D Lotz, Stephen F Martin.   

Abstract

A concise total synthesis of the Lycopodium alkaloid lycopladine A (1) is described that features sequential conjugate addition and enolate arylation reactions to construct the tricyclic core in two steps.

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Year:  2010        PMID： 20196615     DOI： 10.1021/ol100273p

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


  7 in total

1.  Deacylative allylation: allylic alkylation via retro-Claisen activation.

Authors:  Alexander J Grenning; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2011-08-24       Impact factor: 15.419

Review 2.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

3.  Total synthesis of the Lycopodium alkaloid serratezomine A using free radical-mediated vinyl amination to prepare a β-stannyl enamine linchpin.

Authors:  Julie A Pigza; Jeong-Seok Han; Aroop Chandra; Daniel Mutnick; Maren Pink; Jeffrey N Johnston
Journal:  J Org Chem       Date:  2012-12-28       Impact factor: 4.354

4.  Methoxypyridines in the synthesis of Lycopodium alkaloids: total synthesis of (+/-)-lycoposerramine R.

Authors:  Vishnumaya Bisai; Richmond Sarpong
Journal:  Org Lett       Date:  2010-06-04       Impact factor: 6.005

5.  Conjugate addition of lithiated methyl pyridines to enones.

Authors:  Douglass F Taber; Pengfei Guo; Michael T Pirnot
Journal:  J Org Chem       Date:  2010-08-20       Impact factor: 4.354

6.  Unified total syntheses of fawcettimine class alkaloids: fawcettimine, fawcettidine, lycoflexine, and lycoposerramine B.

Authors:  Guojun Pan; Robert M Williams
Journal:  J Org Chem       Date:  2012-05-07       Impact factor: 4.354

7.  Effect of protic additives in Cu-catalysed asymmetric Diels-Alder cycloadditions of doubly activated dienophiles: towards the synthesis of magellanine-type Lycopodium alkaloids.

Authors:  Vincent N G Lindsay; Rebecca A Murphy; Richmond Sarpong
Journal:  Chem Commun (Camb)       Date:  2017-09-14       Impact factor: 6.222
  7 in total

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