Literature DB >> 18939869

Reduction of Delta2-isoxazolines to beta-hydroxy ketones with iron and ammonium chloride as reducing agent.

Dahong Jiang1, Yuanwei Chen.   

Abstract

A detailed study of a procedure for the selective reduction of Delta(2)-isoxazolines to the corresponding beta-hydroxy ketones is reported. The use of iron and ammonium chloride as the reducing agent in the presence of water results in a facile and chemoselective protocol for the preparation of beta-hydroxy ketones, including the conjugated beta-hydroxy ketones.

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Year:  2008        PMID: 18939869     DOI: 10.1021/jo801831c

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Enantioselective Total Synthesis of (+)-EBC-23, a Potent Anticancer Agent from the Australian Rainforest.

Authors:  Arun K Ghosh; Che-Sheng Hsu
Journal:  J Org Chem       Date:  2021-04-19       Impact factor: 4.354

2.  Synthesis of highly functionalized β-aminocyclopentanecarboxylate stereoisomers by reductive ring opening reaction of isoxazolines.

Authors:  Melinda Nonn; Loránd Kiss; Reijo Sillanpää; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2012-01-17       Impact factor: 2.883

3.  [2 + 2 + 1] Cycloaddition of N-tosylhydrazones, tert-butyl nitrite and alkenes: a general and practical access to isoxazolines.

Authors:  Liang Ma; Feng Jin; Xionglve Cheng; Suyan Tao; Gangzhong Jiang; Xingxing Li; Jinwei Yang; Xiaoguang Bao; Xiaobing Wan
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825

4.  A one-pot synthesis of 3-trifluoromethyl-2-isoxazolines from trifluoromethyl aldoxime.

Authors:  Raoni S B Gonçalves; Michael Dos Santos; Guillaume Bernadat; Danièle Bonnet-Delpon; Benoit Crousse
Journal:  Beilstein J Org Chem       Date:  2013-11-07       Impact factor: 2.883

5.  N-O Cleavage reactions of heterobicycloalkene-fused 2-isoxazolines.

Authors:  Jaipal R Nagireddy; Geoffrey K Tranmer; Emily Carlson; William Tam
Journal:  Beilstein J Org Chem       Date:  2014-09-16       Impact factor: 2.883

  5 in total

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