An un-forgotten classic: the nitro-Mannich reaction between nitrones and silyl nitronates catalysed by B(C6F5)3

Author:

Guerzoni Michael G.1ORCID,van Ingen Yara1,Babaahmadi Rasool1ORCID,Wirth Thomas2ORCID,Richards Emma12ORCID,Melen Rebecca L.1ORCID

Affiliation:

1. Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Translational Research Hub, Maindy Road, Cathays, Cardiff, CF24 4HQ, Cymru/Wales, UK

2. School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, CF10 3AT, Cymru/Wales, UK

Abstract

Herein we report the B(C6F5)3-catalysed nitro-Mannich reaction between nitrones and silyl nitronates, affording silyl-protected α-nitro hydroxylamines with yields up to 99% and diastereoselectivities up to 99 : 1.

Funder

Royal Society

Leverhulme Trust

Publisher

Royal Society of Chemistry (RSC)

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