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

David A. Evans; George Borg; Karl A. Scheidt

doi:10.1002/1521-3773(20020902)41:17<3188::AID-ANIE3188>3.0.CO;2-H

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

David A. Evans^*, George Borg, Karl A. Scheidt

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

161 Scopus citations

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)].

Original language	English (US)
Pages (from-to)	3188-3191
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	17
DOIs	https://doi.org/10.1002/1521-3773(20020902)41:17<3188::AID-ANIE3188>3.0.CO;2-H
State	Published - Sep 2 2002

Funding

Keywords

Carbinols
Nitrogen heterocycles
Nucleophilic addition
Reaction intermediates
Reaction mechanisms

ASJC Scopus subject areas

General Chemistry
Catalysis

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10.1002/1521-3773(20020902)41:17<3188::AID-ANIE3188>3.0.CO;2-H

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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)].",

keywords = "Carbinols, Nitrogen heterocycles, Nucleophilic addition, Reaction intermediates, Reaction mechanisms",

author = "Evans, {David A.} and George Borg and Scheidt, {Karl A.}",

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T1 - Remarkably stable tetrahedral intermediates

T2 - Carbinols from nucleophilic additions to N-acylpyrroles

AU - Evans, David A.

AU - Borg, George

AU - Scheidt, Karl A.

PY - 2002/9/2

Y1 - 2002/9/2

N2 - 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)].

AB - 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)].

KW - Carbinols

KW - Nitrogen heterocycles

KW - Nucleophilic addition

KW - Reaction intermediates

KW - Reaction mechanisms

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JO - Angewandte Chemie - International Edition

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

Abstract

Funding

Keywords

ASJC Scopus subject areas

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