Literature DB >> 23327495

Sequential Pd(0)-, Rh(I)-, and Ru(II)-catalyzed reactions in a nine-step synthesis of clinprost.

Emma E Nagy1, I F Dempsey Hyatt, Kristen E Gettys, Shawn T Yeazell, Stephen K Frempong, Mitchell P Croatt.   

Abstract

A step-economical synthesis of clinprost is reported that concludes with 3 different transition metal-catalyzed reactions: Pd-catalyzed decarboxylation with allylic rearrangement, Rh-catalyzed diene-ene [2+2+1] reaction, and Ru-catalyzed cross-metathesis reaction. The complexity bestowed to the molecule from these reactions converts a readily accessible ester to clinprost without using protecting groups in only 9 total steps.

Entities:  

Year:  2013        PMID: 23327495     DOI: 10.1021/ol303402e

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


  1 in total

1.  Decarboxylative and dehydrative coupling of dienoic acids and pentadienyl alcohols to form 1,3,6,8-tetraenes.

Authors:  Ghina'a I Abu Deiab; Mohammed H Al-Huniti; I F Dempsey Hyatt; Emma E Nagy; Kristen E Gettys; Sommayah S Sayed; Christine M Joliat; Paige E Daniel; Rupa M Vummalaneni; Andrew T Morehead; Andrew L Sargent; Mitchell P Croatt
Journal:  Beilstein J Org Chem       Date:  2017-02-28       Impact factor: 2.883

  1 in total

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