Literature DB >> 16592343

The unusual Favorskii-Nazarov reaction of dicyclopropyl ketone.

G A Olah1, G K Prakash, G Liang.   

Abstract

Dicyclopropyl ketone under Favorskii-Nazarov reaction conditions neither gave tetracyclopropylethylene glycol nor 1,1,4,4-tetracyclopropyl-1,4-butanediol by ether incorporation as expected. The hitherto unknown 1,1,5-tricyclopropyl-1-hydroxypentan-5-one is obtained, presumably through the intermediacy of a dianion which nucleophilically attacks the neutral ketone through the cleavage of the cyclopropyl bond.

Entities:  

Year:  1976        PMID: 16592343      PMCID: PMC430885          DOI: 10.1073/pnas.73.9.2945

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  1 in total

1.  A new method for the reductive coupling of carbonyls to olefins. Synthesis of beta-carotene.

Authors:  J E Mc Murry; M P Fleming
Journal:  J Am Chem Soc       Date:  1974-07-10       Impact factor: 15.419

  1 in total

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