Why do thioureas and squaramides slow down the Ireland–Claisen rearrangement?

A range of chiral hydrogen-bond-donating organocatalysts was tested in the Ireland–Claisen rearrangement of silyl ketene acetals. None of these organocatalysts was able to impart any enantioselectivity on the rearrangements. Furthermore, these organocatalysts slowed down the Ireland–Claisen rearrang...

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Bibliographic Details
Main Authors: Dominika Krištofíková, Juraj Filo, Mária Mečiarová, Radovan Šebesta
Format: Article
Language:English
Published: Beilstein-Institut 2019-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.15.290