Gold(I)-Catalysed Hydroarylation of 1,3-Disubstituted Allenes with Efficient Axial-to-Point Chirality Transfer

Daniel R. Sutherland, Luke Kinsman, Stuart M. Angiolini, Georgina M. Rosair, Ai-Lan Lee

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Abstract

Hydroarylation of enantioenriched 1,3‐disubstituted allenes has the potential to proceed with axial‐to‐point chirality transfer to yield enantioenriched allylated (hetero)aryl compounds. However, the gold‐catalysed intermolecular reaction was previously reported to occur with no chirality transfer owing to competing allene racemisation. Herein, we describe the development of the first intermolecular hydroarylations of allenes to proceed with efficient chirality transfer and summarise some of the key criteria for achieving high regio‐ and stereoselectivity.
Original languageEnglish
Pages (from-to)7002-7009
Number of pages8
JournalChemistry - A European Journal
Volume24
Issue number27
Early online date26 Apr 2018
DOIs
Publication statusPublished - 11 May 2018

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