Literature DB >> 16146407

Use of lithium hexafluoroisopropoxide as a mild base for Horner-Wadsworth-Emmons olefination of epimerizable aldehydes.

Landy K Blasdel1, Andrew G Myers.   

Abstract

[reaction: see text] The weak base lithium 1,1,1,3,3,3-hexafluoroisopropoxide (LiHFI) is shown to be highly effective as a reagent for intermolecular Horner-Wadsworth-Emmons (HWE) olefination of epimerizable aldehydes with trimethyl phosphonoacetate, affording products with little or no epimerization and notably high E-selectivity.

Entities:  

Year:  2005        PMID： 16146407     DOI： 10.1021/ol051785m

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


  4 in total

1.  Synthesis of (-)-okilactomycin by a Prins-type fragment-assembly strategy.

Authors:  Jason M Tenenbaum; William J Morris; Daniel W Custar; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2011-05-10       Impact factor: 15.336

2.  Palladium-Catalyzed Asymmetric Alkylation in the Synthesis of Cyclopentanoid and Cycloheptanoid Core Structures Bearing All-Carbon Quaternary Stereocenters.

Authors:  Allen Y Hong; Nathan B Bennett; Michael R Krout; Thomas Jensen; Andrew M Harned; Brian M Stoltz
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

3.  Use of silver carbonate in the Wittig reaction.

Authors:  Lukas Jedinak; LaToya Rush; Mijoon Lee; Dusan Hesek; Jed F Fisher; Bill Boggess; Bruce C Noll; Shahriar Mobashery
Journal:  J Org Chem       Date:  2013-11-26       Impact factor: 4.354

Review 4.  Garner's aldehyde as a versatile intermediate in the synthesis of enantiopure natural products.

Authors:  Mikko Passiniemi; Ari Mp Koskinen
Journal:  Beilstein J Org Chem       Date:  2013-11-26       Impact factor: 2.883
  4 in total

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