“…Maintained in the chiral cavity by the double hydrogen anchors, rotation of the backbone would furnish a sterically less-congested conformer 8 . Finally the intramolecular nucleophilic addition of benzothiazole to iminium will give the observed cis – trans substituted benzothiazolopyrimidine 4 21. Heating, rapid formation of hydrogen-bonded complex 6 or use of excess 3 may all facilitate the decomplexation of 9 and ensure the catalyst turnover.…”
Chiral phosphoric acid catalyzed the formal [4+2]-cycloaddition of 2-benzothiazolimines with enecarbamates to provide benzothiazolopyrimidines with up to 99% yield and >99% ee.
“…Maintained in the chiral cavity by the double hydrogen anchors, rotation of the backbone would furnish a sterically less-congested conformer 8 . Finally the intramolecular nucleophilic addition of benzothiazole to iminium will give the observed cis – trans substituted benzothiazolopyrimidine 4 21. Heating, rapid formation of hydrogen-bonded complex 6 or use of excess 3 may all facilitate the decomplexation of 9 and ensure the catalyst turnover.…”
Chiral phosphoric acid catalyzed the formal [4+2]-cycloaddition of 2-benzothiazolimines with enecarbamates to provide benzothiazolopyrimidines with up to 99% yield and >99% ee.
Aus den 1,2‐Diolen (I) entstehen mit Periodat die Dialdehyde (II), die bei einer Behandlung mit Ammoniak und anschließend mit Chlorkohlensäureester zu den Reaktionsprodukten (III)‐(V) führen.
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