95068-98-7Relevant articles and documents
HIGH-PRESSURE (2+2)CYCLOADDITION OF TOLUENE-4-SULPHONYL ISOCYANATE TO GLYCALS
Chmielewski, Marek,Kakuza, Zbigniew,Bekzecki, Czeslaw,Sakanski, Piotr,Jurczak, Janusz,Adamowicz, Halina
, p. 2441 - 2450 (2007/10/02)
High-pressure (2+2)cycloaddition of toluene-4-sulphonyl isocyanate to glycals is examined.Reactions proceed regiospecifically to afford single products in case of all 3-substituted glycals.Upon heating or even after standing at room temperature adducts undergo retro-addition to give starting glycals.Various aspects of the cycloaddition are discussed, especially retro-reaction and rearrangement of β-lactams to α,β-unsaturated amides.