Literature DB >> 23259690

Stereoselective synthesis of 1,3-anti diols by an Ipc-mediated domino aldol-coupling/reduction sequence.

Michael Dieckmann1, Dirk Menche.   

Abstract

A novel domino process for 1,3-anti diol synthesis by the union of a methyl ketone with an aldehyde is described. The operationally simple procedure is based on an Ipc-boron-aldol coupling and subsequent Ipc-mediated reduction of the intermediate β-hydroxy-ketone. The sequence proceeds with excellent anti-selectivities and enables the rapid construction of complex polyketide fragments.

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Year:  2012        PMID: 23259690     DOI: 10.1021/ol3033303

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


  2 in total

Review 1.  Total syntheses of the archazolids: an emerging class of novel anticancer drugs.

Authors:  Stephan Scheeff; Dirk Menche
Journal:  Beilstein J Org Chem       Date:  2017-06-07       Impact factor: 2.883

2.  Modular synthesis of the pyrimidine core of the manzacidins by divergent Tsuji-Trost coupling.

Authors:  Sebastian Bretzke; Stephan Scheeff; Felicitas Vollmeyer; Friederike Eberhagen; Frank Rominger; Dirk Menche
Journal:  Beilstein J Org Chem       Date:  2016-06-02       Impact factor: 2.883

  2 in total

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