Literature DB >> 22339350

Highly chemoselective reduction of carbonyl groups in the presence of aldehydes.

Gulluzar Bastug1, Steve Dierick, Frédéric Lebreux, István E Markó.   

Abstract

The exquisite ability of diethylaluminum benzenethiolate to efficiently discriminate between aldehydes and other carbonyl functions enables the chemoselective in situ reduction of ketones and methyl esters in the presence of aldehydes. This potent strategy avoids the usual drawbacks of traditional protecting group methodologies and could be extended to various other transformations.
© 2012 American Chemical Society

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Year:  2012        PMID: 22339350     DOI: 10.1021/ol300188e

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


  5 in total

1.  Chemoselective Carbonyl Allylations with Alkoxyallylsiletanes.

Authors:  Paul Spaltenstein; Elizabeth J Cummins; Kelly-Marie Yokuda; Tim Kowalczyk; Timothy B Clark; Gregory W O'Neil
Journal:  J Org Chem       Date:  2019-03-13       Impact factor: 4.354

2.  A facile approach to 2-alkoxyindolin-3-one and its application to the synthesis of N-benzyl matemone.

Authors:  Makoto Shimizu; Hayao Imazato; Isao Mizota; Yusong Zhu
Journal:  RSC Adv       Date:  2019-06-03       Impact factor: 4.036

3.  Asymmetric synthesis of diverse glycolic acid scaffolds via dynamic kinetic resolution of α-keto esters.

Authors:  Kimberly M Steward; Michael T Corbett; C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

4.  Dual cobalt-copper light-driven catalytic reduction of aldehydes and aromatic ketones in aqueous media.

Authors:  Arnau Call; Carla Casadevall; Ferran Acuña-Parés; Alicia Casitas; Julio Lloret-Fillol
Journal:  Chem Sci       Date:  2017-06-01       Impact factor: 9.825

5.  Radical-Mediated Reactions of α-Bromo Aluminium Thioacetals, α-Bromothioesters, and Xanthates for Thiolactone Synthesis.

Authors:  Ruairí O McCourt; Fabrice Dénès; Eoin M Scanlan
Journal:  Molecules       Date:  2018-04-13       Impact factor: 4.411

  5 in total

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