Literature DB >> 21275067

Enantio- and regioselective iridium-catalyzed allylic hydroxylation.

Martin Gärtner1, Steffen Mader, Kai Seehafer, Günter Helmchen.   

Abstract

The first enantioselective allylic hydroxylation to prepare branched allylic alcohols directly is described. Bicarbonate was used as nucleophile in conjunction with new single component Ir-catalysts, which are stable to air and water. Excellent regio- and enantioselectivities have been achieved with a representative set of substrates.

Entities:  

Year:  2011        PMID： 21275067     DOI： 10.1021/ja109953v

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


  7 in total

1.  Cation control of diastereoselectivity in iridium-catalyzed allylic substitutions. Formation of enantioenriched tertiary alcohols and thioethers by allylation of 5H-oxazol-4-ones and 5H-thiazol-4-ones.

Authors:  Wenyong Chen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2013-12-19       Impact factor: 15.419

2.  The regio- and stereospecific intermolecular dehydrative alkoxylation of allylic alcohols catalyzed by a gold(I) N-heterocyclic carbene complex.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Chemistry       Date:  2013-01-24       Impact factor: 5.236

3.  Iridium-catalyzed regioselective and enantioselective allylation of trimethylsiloxyfuran.

Authors:  Wenyong Chen; John F Hartwig
Journal:  J Am Chem Soc       Date:  2012-09-11       Impact factor: 15.419

4.  Catalytic asymmetric synthesis of geminal-dicarboxylates.

Authors:  Nisha Mistry; Stephen P Fletcher
Journal:  Chem Sci       Date:  2018-06-28       Impact factor: 9.825

5.  A General Asymmetric Synthesis of (R)-Matsutakeol and Flavored Analogs.

Authors:  Jia Liu; Honglian Li; Chao Zheng; Shichao Lu; Xianru Guo; Xinming Yin; Risong Na; Bin Yu; Min Wang
Journal:  Molecules       Date:  2017-02-27       Impact factor: 4.411

6.  Copper(I) Catalyzed Decarboxylative Synthesis of Diareno[a,e]cyclooctatetraenes.

Authors:  Magdalena Tasić; Albert Ruiz-Soriano; Daniel Strand
Journal:  J Org Chem       Date:  2022-05-19       Impact factor: 4.198

7.  Selective allylic hydroxylation of acyclic terpenoids by CYP154E1 from Thermobifida fusca YX.

Authors:  Anna M Bogazkaya; Clemens J von Bühler; Sebastian Kriening; Alexandrine Busch; Alexander Seifert; Jürgen Pleiss; Sabine Laschat; Vlada B Urlacher
Journal:  Beilstein J Org Chem       Date:  2014-06-13       Impact factor: 2.883
  7 in total

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