Stereoselective one-pot synthesis of highly differently substituted thiochromans

Beyond the Pummerer Reaction: Recent Developments in Thionium Ion Chemistry

“…Mahrwald and Seifert have recently synthesized highly substituted thiochromans such as 79 from thiophenol and aldehydes or trioxanes 34. Although the reaction mechanism has not been determined, Mahrwald proposes aldol condensation to give 77 and the subsequent cyclization of a cationic species, such as thionium ion 78 , to give product 79 (Scheme ).…”

Role of transplantation in the management of hepatic malignancy

“…Mahrwald und Seifert haben vor kurzem hochsubstituierte Thiochromane wie 79 ausgehend von Benzolthiol und Aldehyden oder Trioxanen synthetisiert 34. Der Reaktionsmechanismus wurde noch nicht aufgeklärt, doch es wird angenommen, dass zunächst eine Aldolkondensation zu 77 führt, bevor eine Cyclisierung einer kationischen Spezies wie des Thioniumions 78 das Produkt 79 ergibt (Schema ).…”

Asymmetric Acid-Catalyzed Meerwein−Ponndorf−Verley−Aldol Reactions of Enolizable Aldehydes

“…During our ongoing studies of the deployment of LiClO 4 in stereoselective C−C bond formation processes we have also demonstrated the successful execution of Prins reactions . These transformations were carried out in the presence of catalytic amounts of tartaric acid and tertiary alcohols.…”