首页|Acceleration effect of mild organocatalytic system 2,2'-biphenol/B(OH)(3) for 2-aza-Cope rearrangement

Acceleration effect of mild organocatalytic system 2,2'-biphenol/B(OH)(3) for 2-aza-Cope rearrangement

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  • NSTL
  • Elsevier
Organocatalysis by the combination of weak acids, namely, 2,20-biphenol and B(OH)3, for 2-aza-Cope rearrangement is described. Aldehydes and 1,1-diphenyl homoallylamine were converted into the corre-sponding homoallylamines in moderate-to-high yield in the presence of 10 mol% 2,20-biphenol and 30 mol% B(OH)3. In contrast to the conventional 2-aza-Cope rearrangement catalyzed by strong activa-tors, a user-and environment-friendly organocatalytic system was established using a combination of inexpensive, easy-to-handle, non-hazardous, and bench-stable reagents.(c) 2022 Elsevier Ltd. All rights reserved.

2-aza-Cope rearrangementBoric acid22'-biphenolAZA-COPE REARRANGEMENTCATALYTIC ASYMMETRIC AMINOALLYLATIONALPHA-AMINO-ACIDSORGANOMETALLIC REAGENTSCERNUANE-TYPEDERIVATIVESALKALOIDSALDEHYDES

Sugimoto, Kenji、Yoshida, Ryoga、Matsuya, Yuji

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Univ Toyama

2022

10.1016/j.tetlet.2022.153922

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CCR
ISSN：0040-4039
年,卷(期)：2022.102
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