The search for exceptions in the highly enantioselective titanium catalysed oxidation of aryl benzyl sulfides

Abstract

After the discovery of a few cases of lower enantioselectivity in the oxidation of aryl benzyl sulfides with hydroperoxides in the presence of a complex between titanium isopropoxide and (S, S)-hydrobenzoin, a screening of the oxidation of new substrates that are related to the structures that gave low ee values, was performed. From this screening, we confirmed that only a few sulfides remain as exceptions within a framework of exceptionally high stereoselectivity of the oxidation reaction. Moreover, the exceptions are clearly identified and are connected to particular coordinating moieties present on the aryl groups. (C) 2015 Elsevier Ltd. All rights reserved,


Autore Pugliese

Tutti gli autori

  • Capozzi M.A.M.; Terraneo G.; Cavallo G.; Cardellicchio C.

Titolo volume/Rivista

Tetrahedron


Anno di pubblicazione

2015

ISSN

0040-4020

ISBN

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Nessuna citazione

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