Literature DB >> 15548070

A concise asymmetric synthesis of the ADE fragment of nakadomarin A.

Kateri A Ahrendt1, Robert M Williams.   

Abstract

The ADE fragment of nakadomarin A has been synthesized in nine linear steps from commercial material. The key transformation is an asymmetric azomethine ylide [1,3]-dipolar cycloaddition to establish the AD-spirocyclic system containing three of the four stereocenters of the natural product. [reaction: see text]

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Year:  2004        PMID: 15548070     DOI: 10.1021/ol048126e

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


  7 in total

1.  Synthetic Studies on Palau'amine. Construction of the Cyclopentane Core via an Asymmetric 1,3-Dipolar Cycloaddition.

Authors:  Kosuke Namba; Makto Inai; Uta Sundermeier; Thomas J Greshock; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2010-12-15       Impact factor: 2.415

Review 2.  Natural products synthesis: enabling tools to penetrate Nature's secrets of biogenesis and biomechanism.

Authors:  Robert M Williams
Journal:  J Org Chem       Date:  2011-04-12       Impact factor: 4.354

3.  New Tricks in Amino Acid Synthesis: Applications to Complex Natural Products.

Authors:  Robert M Williams; Cameron M Burnett
Journal:  ACS Symp Ser Am Chem Soc       Date:  2009-06-14

4.  Total synthesis of (-)-nakadomarin A.

Authors:  Mark G Nilson; Raymond L Funk
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

5.  Facile access to regio- and stereoselective synthesis of highly functionalized spiro[indoline-3,2'-pyrrolidines] incorporating a pyrene moiety: experimental, photophysical and theoretical approach.

Authors:  Essam M Hussein; Ziad Moussa; Nizar El Guesmi; Saleh A Ahmed
Journal:  RSC Adv       Date:  2018-07-03       Impact factor: 4.036

6.  SYNTHETIC STUDIES ON MPC1001: A DIPOLAR CYCLOADDITION APPROACH TO THE PYRROLIDINE RING SYSTEM.

Authors:  Paul T Schuber; Robert M Williams
Journal:  Heterocycles       Date:  2012-01-01       Impact factor: 0.831

7.  [Bmim]Br Accelerated One-Pot Three-Component Cascade Protocol for the Construction of Spirooxindole-Pyrrolidine Heterocyclic Hybrids.

Authors:  Raju Suresh Kumar; Dhaifallah M Al-Thamili; Abdulrahman I Almansour; Natarajan Arumugam; Necmi Dege
Journal:  Molecules       Date:  2020-10-18       Impact factor: 4.411

  7 in total

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