Literature DB >> 10986098

Synthetic studies toward phorboxazole A. stereoselective synthesis of the C(28)-C(46) side chain fragment.

D R Williams1, M P Clark, U Emde, M A Berliner.   

Abstract

A stereoselective synthesis of the C(28)-C(46) fragment (3) of phorboxazole A is described. Key advances include an enantioselective allylation to establish the stereochemistry of the tetrahydropyran unit and a useful SmI(2)-mediated modification of the Barbier reaction of iodomethyloxazole 15 with aldehyde 14.

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Year:  2000        PMID: 10986098     DOI: 10.1021/ol0063656

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


  1 in total

1.  Studies of stereocontrolled allylation reactions for the total synthesis of phorboxazole A.

Authors:  David R Williams; Andre A Kiryanov; Ulrich Emde; Michael P Clark; Martin A Berliner; Jonathan T Reeves
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-26       Impact factor: 11.205

  1 in total

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