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New Applications of N-Acyliminium Precursors: Tetracarbonyliron-Mediated Stereoselective Alkylations of 5-(R)-Isopropoxy-3-pyrrolin-2-ones

✍ Scribed by Henk de Koning; Henk Hiemstra; Marinus J. Moolenaar; W. Nico Speckamp

Book ID: 102658369
Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 606 KB
Volume: 1998
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199809)1998:9<1729::aid-ejoc1729>3.0.co;2-o

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✦ Synopsis

substitution / 5-(R)-Isopropoxy-3-pyrrolin-2-ones Lewis acid catalyzed allylic substitutions with several interpreted as being indicative of the intermediacy of a (πallyl)tetracarbonyliron cation, with possible preceding nucleophiles at C-5 of the cis-tetracarbonyliron complexes of N-acetyl-and N-tosyl-5-(R)-isopropoxy-3-pyrrolin-2-ones formation of an N-acyl-or an N-tosyliminium ion. occur highly regio-and stereoselectively. The results are MICROREVIEWS: This feature introduces the readers to the authors' research through a concise overview of the selected topic. Reference to important work from others in the field is included.

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