On the Configurational Stability of alpha-Lithiated Sulfurated Styrene Oxides: Synthetic and Mechanistic Aspects

Abstract

The configurational stability of some sulfurated styrene oxides has been investigated. Chemical studies have shown that in THF at 157 K α-lithiated ortho- and paraphenylthiostyrene oxides are configurationally unstable and undergo a fast racemization on the time scale of the reaction, whereas α-lithiated meta-phenylthiostyrene oxide retains its stereochemical integrity for at least 60 min. The deprotonation-trapping methodology has also been employed for the preparation of a sulfurated β-aminoalcohol effective for the fight against phytopathogenic fungi.


Tutti gli autori

  • PERNA F.;CAPRIATI V.

Titolo volume/Rivista

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Anno di pubblicazione

2011

ISSN

1042-6507

ISBN

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Settori ERC

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Codici ASJC

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