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Remarkably Stable Tetrahedral Intermediates: Carbinols from Nucleophilic Additions to N –Acylpyrroles
Author(s) -
Evans David A.,
Borg George,
Scheidt Karl A.
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020902)41:17<3188::aid-anie3188>3.0.co;2-h
Subject(s) - reagent , hydride , nucleophile , chemistry , tetrahedron , nucleophilic addition , content (measure theory) , combinatorial chemistry , medicinal chemistry , computational chemistry , organic chemistry , crystallography , catalysis , mathematics , hydrogen , mathematical analysis
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)].