New regiocontrolled synthesis of functionalized pyrroles from 2-azetidinone-tethered allenols |
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Authors: | Alcaide Benito Almendros Pedro Carrascosa Rocío Redondo María C |
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Institution: | Departamento de Química Orgánica I, Facultad de Química, Universidad Complutense de Madrid, 28040 Madrid, Spain. alcaideb@quim.ucm.es |
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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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Keywords: | allenes domino reactions lactams nitrogen heterocycles rearrangement |
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