Literature DB >> 21167855

Studies on the BF3·Et2O catalyzed Baeyer-Villiger reaction of spiroketalic steroidal ketones.

Mariana Macias-Alonso1, Jacek W Morzycki, Martin A Iglesias-Arteaga.   

Abstract

During reactions of 23-oxosapogenins and the corresponding isomeric 22-oxo-23-spiroketals with MCPBA in the presence of BF(3)·Et(2)O, equilibration occurs between the ketones. The Baeyer-Villiger type oxidation is followed by fragmentation to the dinorcholanic lactones and 3-methylbutyrolactone. The mechanistic aspects of these reactions in the 25R and 25S series are discussed.
Copyright © 2010 Elsevier Inc. All rights reserved.

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Year:  2010        PMID: 21167855     DOI: 10.1016/j.steroids.2010.12.004

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  2 in total

Review 1.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

2.  A Convenient Synthesis of (16S,20S)-3β-hydroxy-5α-pregnane-20,16-carbolactam and its N-alkyl Derivatives.

Authors:  Agnieszka Wojtkielewicz; Damian Pawelski; Przemysław Bazydło; Aneta Baj; Stanisław Witkowski; Jacek W Morzycki
Journal:  Molecules       Date:  2020-05-20       Impact factor: 4.411

  2 in total

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