Literature DB >> 16402817

Titanium(II)-mediated cyclizations of (silyloxy)enynes: a total synthesis of (-)-7-demethylpiericidin A1.

Katie A Keaton1, Andrew J Phillips.   

Abstract

A concise total synthesis of 7-demethylpiericidin A1 has been completed. The synthesis features a titanium(II)-mediated cyclization of a (silyloxy)enyne as the key step and proceeds in nine steps from tiglic aldehyde.

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Year:  2006        PMID： 16402817     DOI： 10.1021/ja057434k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  5 in total

1.  Total synthesis of piericidin A1 and B1 and key analogues.

Authors:  Martin J Schnermann; F Anthony Romero; Inkyu Hwang; Eiko Nakamaru-Ogiso; Takao Yagi; Dale L Boger
Journal:  J Am Chem Soc       Date:  2006-09-13       Impact factor: 15.419

Review 2.  The unique chemistry and biology of the piericidins.

Authors:  Xuefeng Zhou; William Fenical
Journal:  J Antibiot (Tokyo)       Date:  2016-06-15       Impact factor: 2.649

3.  Total synthesis of piericidin A1. Application of a modified Negishi carboalumination-nickel-catalyzed cross-coupling.

Authors:  Bruce H Lipshutz; Benjamin Amorelli
Journal:  J Am Chem Soc       Date:  2009-02-04       Impact factor: 15.419

4.  A concise and modular synthesis of pyranicin.

Authors:  Nolan D Griggs; Andrew J Phillips
Journal:  Org Lett       Date:  2008-10-10       Impact factor: 6.005

5.  Development and Investigation of a Site Selective Palladium-Catalyzed 1,4-Difunctionalization of Isoprene using Pyridine-Oxazoline Ligands.

Authors:  Matthew S McCammant; Matthew S Sigman
Journal:  Chem Sci       Date:  2015-02       Impact factor: 9.825
  5 in total

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