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A second generation synthesis of polypyrrolinone nonpeptidomimetics: Prelude to the synthesis of polypyrrolinones on solid support
GRAPHICS A second-generation asymmetric synthesis of polypyrrolinones (3) has been achieved exploiting scalemic alpha-aminolactones (1) as building blocks. Imine formation between an appropriate lactone (1) and aldehyde (2), followed in turn by pyrrolinone ring construction promoted by KHMDS in the presence of 18-crown-6 and modified Swern oxidation furnished pyrrolinone aldehyde 3. This iterative, efficient three step protocol paves the way for the synthesis of polypyrrolinones on solid support.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem