89597-95-5Relevant articles and documents
Asymmetric Diels-Alder Reactions with Sulfines Derived from Proline
Broek, Leon A. G. M. van den,Porskamp, Pascal A. T. W.,Haltiwanger, R. Curtis,Zwanenburg, Binne
, p. 1691 - 1695 (2007/10/02)
The Synthesis of a variety of sulfines 8 derived from S-proline, utilizing the reaction of α-silyl carbanions with sulfur dioxide, is described.Reaction of the thus prepared sulfines 8 with 2,3-dimethyl-1,3-butadiene gave dihydrothiopyran S-oxides 9.During these cycloaddition reactions asymmetric inductions up to 40percent were observed.From one pure diastereomeric form of cycloadduct 9d an X-ray analysis was carried out in order to provide insight in the steric course of the cycloaddition reaction.