Literature DB >> 14682758

Leucascandrolide A: a second generation formal synthesis.

David R Williams1, Samarjit Patnaik, Scott V Plummer.   

Abstract

A convergent, second generation formal synthesis of (+)-Leucascandrolide A (1) has been efficiently achieved by providing a flexible, enantiocontrolled strategy toward the bioactive macrolactone component. Advancements for stereocontrol in asymmetric allylation methodology are discussed. Efforts feature novel results for reductions using the Terashima hydride reagent. [structure: see text]

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Year:  2003        PMID: 14682758     DOI: 10.1021/ol036071v

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


  7 in total

1.  Total synthesis of (+)-pilosinine via a stereodivergent conjugate addition strategy.

Authors:  Cassandra L Schrank; Michael W Danneman; Emily A Prebihalo; Robert E Anderson; Tyler J Gibson; William M Wuest; Richard J Mullins
Journal:  Tetrahedron Lett       Date:  2020-04-18       Impact factor: 2.415

2.  Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: Applications for the synthesis of leucascandrolide A macrolactone.

Authors:  David R Williams; Scott V Plummer; Samarjit Patnaik
Journal:  Tetrahedron       Date:  2011-07-08       Impact factor: 2.457

3.  Total synthesis of neopeltolide and analogs.

Authors:  Yubo Cui; Wangyang Tu; Paul E Floreancig
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

4.  Total synthesis of leucascandrolide a: a new application of the Mukaiyama aldol-Prins reaction.

Authors:  Lori J Van Orden; Brian D Patterson; Scott D Rychnovsky
Journal:  J Org Chem       Date:  2007-06-27       Impact factor: 4.354

5.  Total synthesis of the potent cAMP signaling agonist (-)-alotaketal A.

Authors:  Jinhua Huang; Jessica R Yang; Jin Zhang; Jiong Yang
Journal:  J Am Chem Soc       Date:  2012-05-16       Impact factor: 15.419

6.  Approach to the Synthesis of the C1-C11 and C14-C18 portion of Leucascandrolide A.

Authors:  T J Hunter; J Zheng; G A O'Doherty
Journal:  Org Chem Front       Date:  2016-07-12       Impact factor: 5.281

7.  Elucidating Structure-Bioactivity Relationships of Methyl-Branched Alkanes in the Contact Sex Pheromone of the Parasitic Wasp Lariophagus distinguendus.

Authors:  Stephan Kühbandner; Jan E Bello; Kenji Mori; Jocelyn G Millar; Joachim Ruther
Journal:  Insects       Date:  2013-12-03       Impact factor: 2.769

  7 in total

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