In situ generation of nucleophilic allenes by the gold-catalyzed rearrangement of propargylic esters for the highly diastereoselective formation of intermolecular C(sp3)-C(sp2) bonds

New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detect...

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Main Authors: Yu, Yang (Author) , Yang, Weibo (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 12 June 2013
In: Angewandte Chemie. International edition
Year: 2013, Volume: 52, Issue: 29, Pages: 7586-7589
ISSN:1521-3773
DOI:10.1002/anie.201302402
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.201302402
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201302402
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Author Notes:Yang Yu, Weibo Yang, Frank Rominger, and A. Stephen K. Hashmi
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Summary:New perspectives, in particular for the synthesis of isochromane derivatives (see scheme), are provided by the title reaction. Excellent diastereoselectivites are achieved in this reaction which proceeds through a gold-catalyzed 1,3-acyloxy migration. In some cases exclusively the Z isomer is detected.
Item Description:Im Titel sind die Zahlen 3 und 2 hochgestellt
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Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201302402