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  • Title: New regiocontrolled synthesis of functionalized pyrroles from 2-azetidinone-tethered allenols.
    Author: Alcaide B, Almendros P, Carrascosa R, Redondo MC.
    Journal: Chemistry; 2008; 14(2):637-43. PubMed ID: 17955554.
    Abstract:
    A new one-pot approach to synthesize densely substituted racemic and enantiopure pyrroles from beta-lactams has been developed. The approach relies on the regiocontrolled cyclization of beta-allenamine intermediates derived from the ring opening of 2-azetidinone-tethered allenols. In this approach four points of diversity are introduced, one of which is the position of the allene moiety on the beta-lactam ring.
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