C2-symmetric bissulfoxides as organocatalysts in the allylation of benzoyl hydrazones: spacer and concentration effects.

Org Lett

Departamento de Química OrgAnica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, 41012 Sevilla, Spain.

Published: May 2007

AI Article Synopsis

  • The study examines how different types of sulfoxides affect the allylation of benzoyl hydrazone with allyl trichlorosilane.
  • It focuses on three types of compounds: monosulfoxides, methylene-bridged C2-symmetric bissulfoxides, and ethylene-bridged C2-symmetric bissulfoxides.
  • Results indicate that both the type of spacer between the sulfinyl groups and the concentration of the reaction influence the enantioselectivity of the process.

Article Abstract

A comparative study on the allylation of a benzoyl hydrazone with allyl trichlorosilane using monosulfoxides, methylene-bridged C2-symmetric bissulfoxides, and ethylene-bridged C2-symmetric bissulfoxides shows that the enantioselectivity of the process is highly dependent on the spacer between the two sulfinyl sulfurs and the concentration of the reaction.

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http://dx.doi.org/10.1021/ol070729dDOI Listing

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C2-symmetric bissulfoxides as organocatalysts in the allylation of benzoyl hydrazones: spacer and concentration effects.

Org Lett

May 2007

Departamento de Química OrgAnica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, 41012 Sevilla, Spain.

Article Synopsis
  • The study examines how different types of sulfoxides affect the allylation of benzoyl hydrazone with allyl trichlorosilane.
  • It focuses on three types of compounds: monosulfoxides, methylene-bridged C2-symmetric bissulfoxides, and ethylene-bridged C2-symmetric bissulfoxides.
  • Results indicate that both the type of spacer between the sulfinyl groups and the concentration of the reaction influence the enantioselectivity of the process.
View Article and Find Full Text PDF

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