Literature DB >> 17295499

Formal enantioselective synthesis of (+)-estrone.

Darunee Soorukram1, Paul Knochel.   

Abstract

A formal total synthesis of (+)-estrone (4% overall yield; ca. 12 steps) could be achieved via the Torgov diene. An asymmetric allylic substitution is the key step for the construction of the chiral quaternary carbon center of a synthetic intermediate which was converted in four steps to the Torgov diene. [reaction: see text]

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Year:  2007        PMID: 17295499     DOI: 10.1021/ol063052n

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


  4 in total

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2.  A three-step route to a tricyclic steroid precursor.

Authors:  Douglass F Taber; Ritesh B Sheth
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3.  Enantioselective synthesis of (+)-estrone exploiting a hydrogen bond-promoted Diels-Alder reaction.

Authors:  Marko Weimar; Gerd Dürner; Jan W Bats; Michael W Göbel
Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

Review 4.  Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules.

Authors:  Thilo Focken; Stephen Hanessian
Journal:  Beilstein J Org Chem       Date:  2014-08-13       Impact factor: 2.883

  4 in total

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