Enantiopure sulforaphane analogues with various substituents at the sulfinyl sulfur: Asymmetric synthesis and biological activities

…, S Werner, S Mallouk, F Lieder, A Alcudia…

Index: Khiar, Noureddine; Werner, Sabine; Mallouk, Siham; Lieder, Franziska; Alcudia, Ana; Fernandez, Inmaculada Journal of Organic Chemistry, 2009 , vol. 74, # 16 p. 6002 - 6009

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Citation Number: 14

Abstract

A convergent and high-yielding approach for the asymmetric synthesis of sulforaphane 2 and four analogues differently substituted at the sulfinyl sulfur has been developed. The key step of the synthesis is the diastereoselective synthesis of sulfinate ester 23-SS, using the DAG (diacetone-d-glucofuranose)-methodology. The biological activity of these compounds as inductors of phase II detoxifying enzyme has been studied by determining their ability ...