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ChemInform Abstract: Diastereocontrolled Synthesis of Pyrrolidines by Nickel-Promoted Tandem Cyclization-Quenching of Aminobromodienes.

✍ Scribed by Y. CANCHO; J. M. MARTIN; M. MARTINEZ; A. LLEBARIA; J. M. MORETO; A. DELGADO

Publisher: John Wiley and Sons
Year: 2010
Weight: 38 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199823114

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✦ Synopsis

Diastereocontrolled Synthesis of Pyrrolidines by Nickel-Promoted Tandem Cyclization-Quenching of Aminobromodienes.

-The recently developed title method is extended to the synthesis of several substituted pyrrolidine derivatives of general structures (III), (VI), and (XI). The diastereoselectivity of the cyclization step can be efficiently controlled by the choice of substituents on the starting aminohalodiene. When a chiral auxiliary on the nitrogen is used, enantiomerically enriched pyrrolidines, such as (VIII) and (XII) can be obtained after removal of the auxiliary.

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