Literature DB >> 19736917

Total synthesis of brevisamide.

Jihoon Lee1, James S Panek.   

Abstract

A convergent synthesis of brevisamide (1) is described based on the application of the crotyl silane-based [4 + 2]-annulation used for the preparation of the advanced oxygenated tetrahydropyran intermediate 2. The side chain bearing a conjugated (E,E)-diene was efficiently constructed under modified Negishi cross-coupling conditions.

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Year:  2009        PMID: 19736917     DOI: 10.1021/ol901801h

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


  3 in total

1.  A concise asymmetric total synthesis of (+)-brevisamide.

Authors:  Aaron T Herrmann; Steven R Martinez; Armen Zakarian
Journal:  Org Lett       Date:  2011-06-16       Impact factor: 6.005

2.  A Formal Total Synthesis of (-)-Brevisamide.

Authors:  Amos B Smith; Noriki Kutsumura; Justin Potuzak
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

Review 3.  Negishi coupling: an easy progress for C-C bond construction in total synthesis.

Authors:  Majid M Heravi; Elaheh Hashemi; Niousha Nazari
Journal:  Mol Divers       Date:  2014-03-07       Impact factor: 2.943

  3 in total

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