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December 1, 1999Synlett85 citations

An Expedient Synthesis of Pyrrole Derivatives by Reaction of Lithiated Methoxyallenes with Imines

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MAMarlyse Okala AmomboAHArndt HausherrHRHans‐Ulrich Reißig

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Abstract

All articles of this category Addition of lithiated methoxyallene 2 to imines provided the expected allenyl amines in good yield. These could be cyclized with base or with silver nitrate to a variety of 2,5-dihydropyrrole derivatives. Selected examples describe their conversion to pyrrolidin-3-ones or 3-methoxypyrroles. Most importantly, this 3 + 2cyclization method could also be applied to the synthesis of 2,5-disubstituted derivatives such as 26 - 28 and also to the preparation of the enantiopure compound 23 . methoxyallene - imine - allenyl amine - 2,5-dihydropyrrole - pyrrolidin-3-one - 3-methoxypyrrole

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Amombo et al. (1999) studied this question.

synapsesocial.com/papers/6a94cae1a7ac13952db2be34https://doi.org/10.1055/s-1999-2966
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