Literature DB >> 19476372

Functional group compatibility. Propargyl alcohol reduction in the presence of a vinyl iodide.

Richard W Denton1, Kathlyn A Parker.   

Abstract

Vinyl iodides are stable to the reduction of propargyl alcohols to cis allylic alcohols by hydrogen over Pd/CaCO(3) in hexane. They are also stable to the reduction of propargyl alcohols to saturated alcohols by hydrogen over Crabtree's iridium catalyst in CH(2)Cl(2).

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Year:  2009        PMID： 19476372      PMCID： PMC2726658          DOI： 10.1021/ol900927a

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


  6 in total

1.  Crotylsilane reagents in the synthesis of complex polyketide natural products: total synthesis of (+)-discodermolide.

Authors:  Alexander Arefolov; James S Panek
Journal:  J Am Chem Soc       Date:  2005-04-20       Impact factor: 15.419

2.  Deconstruction-reconstruction strategy for accessing valuable polyketides. Preparation of the C15-C24 stereopentad of discodermolide.

Authors:  Kathlyn A Parker; Peng Wang
Journal:  Org Lett       Date:  2007-10-09       Impact factor: 6.005

3.  Studies directed toward the total synthesis of discodermolide: asymmetric synthesis of the C1-C14 fragment.

Authors:  Alexander Arefolov; James S Panek
Journal:  Org Lett       Date:  2002-07-11       Impact factor: 6.005

4.  Total synthesis of discodermolide: optimization of the effective synthetic route.

Authors:  Elsa de Lemos; François-Hugues Porée; Arnaud Bourin; Julien Barbion; Evangelos Agouridas; Marie-Isabelle Lannou; Alain Commerçon; Jean-François Betzer; Ange Pancrazi; Janick Ardisson
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

5.  Short synthesis of the C1-C14 stretch of discodermolide from building blocks prepared by asymmetric catalysis.

Authors:  Huanyan Cao; Kathlyn A Parker
Journal:  Org Lett       Date:  2008-03-01       Impact factor: 6.005

6.  A relay ring-closing metathesis synthesis of dihydrooxasilines, precursors of (Z)-iodo olefins.

Authors:  Qiuzhe Xie; Richard W Denton; Kathlyn A Parker
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005
  6 in total

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