Literature DB >> 16597138

Temporary phosphate tethers: a metathesis strategy to differentiated polyol subunits.

Joshua D Waetzig1, Paul R Hanson.   

Abstract

[reaction: see text] Studies probing reactivity and selectivity of cross metathesis (CM) with an exocyclic olefin in a P-chiral bicyclo[4.3.1]phosphate triester are described. Studies have revealed a Type III CM reactivity pattern for the exocyclic olefin within this phosphate triester. This versatile method allows for simple, selective manipulation of a P-chiral building block en route to advanced polyol subunits.

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Year:  2006        PMID： 16597138     DOI： 10.1021/ol0602809

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


  9 in total

1.  P-Tether-Mediated, Iterative SN2'-Cuprate Alkylation Strategy to Skipped Polyol Stereotetrads: Utility of an Oxidative "Function Switch" with Phosphite-Borane Tethers.

Authors:  Jana L Markley; Paul R Hanson
Journal:  Org Lett       Date:  2017-05-04       Impact factor: 6.005

2.  P-Stereogenic Bicyclo[4.3.1]phosphite Boranes: Synthesis and Utility of Tunable P-Tether Systems for the Desymmetrization of C2-Symmetric 1,3-anti-Diols.

Authors:  Jana L Markley; Paul R Hanson
Journal:  Org Lett       Date:  2017-05-04       Impact factor: 6.005

3.  A concise, phosphate-mediated approach to the total synthesis of (-)-tetrahydrolipstatin.

Authors:  Phanindra K M Venukadasula; Rambabu Chegondi; Soma Maitra; Paul R Hanson
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

4.  Phosphate tether-mediated approach to the formal total synthesis of (-)-salicylihalamides A and B.

Authors:  Rambabu Chegondi; Mary M L Tan; Paul R Hanson
Journal:  J Org Chem       Date:  2011-04-19       Impact factor: 4.354

5.  Total synthesis of dolabelide C: a phosphate-mediated approach.

Authors:  Paul R Hanson; Rambabu Chegondi; John Nguyen; Christopher D Thomas; Joshua D Waetzig; Alan Whitehead
Journal:  J Org Chem       Date:  2011-04-29       Impact factor: 4.354

6.  A multifaceted phosphate tether: application to the C1-C14 subunit of dolabelides A-D.

Authors:  Joshua D Waetzig; Paul R Hanson
Journal:  Org Lett       Date:  2007-12-07       Impact factor: 6.005

7.  Divalent and Multivalent Activation in Phosphate Triesters: A Versatile Method for the Synthesis of Advanced Polyol Synthons.

Authors:  Christopher D Thomas; James P McParland; Paul R Hanson
Journal:  European J Org Chem       Date:  2009-10-08

8.  A phosphate tether-mediated, one-pot, sequential ring-closing metathesis/cross-metathesis/chemoselective hydrogenation protocol.

Authors:  Phanindra K M Venukadasula; Rambabu Chegondi; Gregory M Suryn; Paul R Hanson
Journal:  Org Lett       Date:  2012-05-08       Impact factor: 6.005

9.  A multifaceted phosphate tether: application to the C15-C30 subunit of dolabelides A-D.

Authors:  Alan Whitehead; Joshua D Waetzig; Christopher D Thomas; Paul R Hanson
Journal:  Org Lett       Date:  2008-03-07       Impact factor: 6.005
  9 in total

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