Remarkably stable tetrahedral intermediates: Carbinols from nucleophilic additions to N-acylpyrroles

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Abstract

Sufficiently stable intermediates formed in the reaction of N-acylpyrroles (1) with hydride and Grignard reagents can undergo further synthetic transformations and chromatographic purification to enable the generation of pyrrolecarbinols 2 in 76-95% yields [Eq. (1)].

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Evans, D. A., Borg, G., & Scheidt, K. A. (2002). Remarkably stable tetrahedral intermediates: Carbinols from nucleophilic additions to N-acylpyrroles. Angewandte Chemie - International Edition, 41(17), 3188–3191. https://doi.org/10.1002/1521-3773(20020902)41:17<3188::AID-ANIE3188>3.0.CO;2-H

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