Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols

Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols

Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a “hidden Brønsted acid” mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor to...

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Bibliographic Details
Main Authors: Šolić, Ivan, Seankongsuk, Pattarakiat, Loh, Joanna Kejun, Vilaivan, Tirayut, Bates, Roderick Wayland
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2019
Subjects:
DRNTU::Science::Chemistry
Allylation
Benzylic Alcohols
Online Access:https://hdl.handle.net/10356/90299
http://hdl.handle.net/10220/48477
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Institution: Nanyang Technological University
Language: English
Description
Summary:Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a “hidden Brønsted acid” mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor too electron poor. It is shown that this allows useful selectivity. The reaction also works for benzyhydryl alcohols with broader scope. The reaction may also be catalysed by Nafion.

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