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One-Pot synthesis of substituted pyrrolidines via aminomercuration-demercuration of 1,4- and 1,5-Hexadiene

✍ Scribed by J. Barluenga; C. Najera; M. Yus


Book ID
112126559
Publisher
Journal of Heterocyclic Chemistry
Year
1981
Tongue
English
Weight
201 KB
Volume
18
Category
Article
ISSN
0022-152X

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Diastereoselective alkylation of N-acylnorbornene sultams 2 afforded a variety of enantiomerically pure products 3a-3e. Reduction with LiAlH 4 (LAH) followed by ditosylation furnished chiral 1,4-ditosylates 5a-5e which underwent a cyclization reaction with primary amines to afford chiral 1,3-and 1,3