Literature DB >> 5288378

Practical, stereoselective synthesis of Cecropia juvenile hormone.

E E Van Tamelen, P McCurry, U Huber.   

Abstract

The high-yield, stereoselective conversion of geraniol (3,7-dimethyl-trans-2,6-octadien-1-ol) to the insect juvenile hormone, methyl 12,14-dihomojuvenate (methyl cis-10-epoxy-3,11-dimethyl-7-ethyl-trans, trans-2,6-tridecadienoate), has been performed by means of a nine-step route that avoids chromatography of intermediates.

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Year:  1971        PMID： 5288378      PMCID： PMC389175          DOI： 10.1073/pnas.68.6.1294

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


  3 in total

1.  Synthesis of cecropia juvenile hormone from trans,trans-farnesol.

Authors:  E E van Tamelen; J P McCormick
Journal:  J Am Chem Soc       Date:  1970-02-11       Impact factor: 15.419

2.  Further developments in the nonenzymic biogenetic-like steroid synthesis.

Authors:  W S Johnson; T Li; C A Harbert; W R Bartlett; T R Herrin; B Staskun; D H Rich
Journal:  J Am Chem Soc       Date:  1970-07-15       Impact factor: 15.419

3.  Synthetic studies on insect hormones. 8. A new stereospecific synthesis of trisubstituted olefins from organocopper reagents and acetylenes.

Authors:  J B Siddall; M Biskup; J H Fried
Journal:  J Am Chem Soc       Date:  1969-03-26       Impact factor: 15.419
  3 in total

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